Anne Arundel County Fall Fun Guide 2024

It’s officially Fall, y’all! This is the best time of the year for festivals, corn mazes, haunted houses, and pumpkin patches! I did all the research so you don't have to and organized everything by category in ONE BIG LIST!

September 10, 2024

Posted In: Uncategorized

It’s officially Fall, y’all! This is the best time of the year for festivals, corn mazes, haunted houses, and pumpkin patches! I did all the research so you don't have to!

Scroll down for a list of all the fun Fall activities to enjoy with your family this season throughout Anne Arundel County, MD.

 

*Please note – While I make every effort to crosscheck links and event details, we always encourage you to do the same before making final plans. If details are missing or incorrect, please let us know so I can correct them. Thanks for your help!

 

Am I missing your event? Please email me at [email protected] and I’ll add it to the guide! 

This list will be updated as events are announced!

This guide is presented by Luminis Health. When life gets a little too adventurous and someone in the family twists, sprains, or breaks something, Luminis Health Orthopedics is here to help. They’re open seven days a week, including evenings and weekends, to take care of the bumps and bruises that come with being active.

From turf stars to playground pros, we’ve got your whole family covered!

Booking an appointment is as easy as grabbing your phone.

FALL FESTIVALS + PUMPKIN PATCHES

Butler’s Orchard Pumpkin Festival (Montgomery County)

Address: 22222 Davis Mill Road | Germantown, MD 20876

Dates: September 21st – November 3rd | Wednesday – Friday: 1-6pm + Saturday – Sunday, and Columbus Day: 9am-6pm

It’s back again for another year! The 44th Annual Pumpkin Festival starts September 21st, 2024 and runs through November 3rd.  We’ve made a few updates to improve your Festival experience, and we are so excited to have you at Butler’s, whether it’s your first visit or 44th visit! Under 24 months old are FREE.

GET TICKETS

 

Children’s Theatre of Annapolis Fall Festival

Address: 1661 Bay Head Road | ANNAPOLIS, MD 21409

Dates: October 4th | 5:30-9:30pm

Join us as we celebrate the beauty of the season at our annual Fall Festival! Bring your family and friends to enjoy: Family-friendly spooky attraction .... Apparition Alley, Face painting, Arts and Crafts, Local Vendors, Food Trucks, Live Music, Open Mic, Seasonal treats, And more!

GET TICKETS

 

Clark's Elioak Petting Farm + Pumpkin Patch

Address: 10500 Clarksville Pike, Ellicott City, MD 21042

Dates: September 14 - November 3

Visit with our friendly farm animals-goats, sheep, cows, pigs, a donkey, ponies, bunnies, chicks, an emu, turkeys, ducks. Feed can be purchased to feed the goats, too. Large pumpkins, mini pumpkins, gourds, bumpy pumpkins, white pumpkins for sale by the pound. Hay wagon rides, pony rides, Fairy Forest + so much more!

GET TICKETS

 

Councell Farms Field of Fun (Talbot County)

Address: 11773 Old Skipton Road | Cordova, MD 21625

Dates: September - End of October | 9:30am-5:30pm

At Councell Farms, we believe that a trip to the field of fun should be a yearly tradition for families! Come spend a morning, an afternoon or all day at Councell Farms Field of Fun! Here at Councell Farms we LOVE our families! Grandparents who are joining their families at the Field of Fun are FREE! With 20+ farm related activities, including the corn maze, jumping pillow, combine slide and pumpkin patch, there’s something for everyone at Councell Farms’ Field of Fun. We are open 7 days a week from mid September until the last weekend of October, weather permitting. We also sell delicious local apples, fresh apple cider, and a large selection of jams and jellies. Be sure you also look at our fall decorations, including gourds, Indian corn, straw bales, corn stalks and mums for sale.

GET TICKETS

 

Gaver Farm (Frederick County)

Address: 5501 Detrick Road | Mt Airy, MD 21771

Dates: August 30th – November 5th | 10am-6pm Daily

Celebrate the vibrant colors and crisp air of autumn at the Fall Fun Festival at Gaver Farm! Running throughout September and October, this family-friendly event offers over 65 exciting attractions, making it the perfect destination for a day of fun, laughter, and unforgettable memories. Explore the 2024 “Fun to the Core” Corn Maze, featuring everything apples. It’s a 7-acre corn maze, perfect for all ages. This maze combines the thrill of exploration with the joy of discovery. Whether you’re working together as a family or racing against friends, our corn maze promises a day of fun and excitement. Meet Our Friendly Barnyard Animals: Get up close and personal with our friendly barnyard animals, including goats, sheep, cow, alpacas, pigs, donkey, pony, bunnies, peacocks, turkeys, ducks and chickens. Kids (and adults!) love the opportunity to feed and interact with our goats, creating cherished memories and learning about farm life along the way.

GET TICKETS

 

Greenstreet Gardens Fall Festival

Address: 391 W Bay Front Rd | Lothian, MD 20711

Dates: September 13th - November 3rd

This year, Greenstreet Gardens is bringing back the fall activities you love! Families are bound to have an adventure filled with fun times and future memories. Get lost in our five-acre corn maze, take a trip around the farm on a hayride, and explore our pumpkin patch! Grab some animal treats and feed the animals, get your face and hair painted, and go ride around on the cow train! Other activities include our tire tower, corn pit, jumping pillow, woodlands, and so much more!  Don’t forget to check out our special events and weekday openings.

Be sure to wear sturdy footwear, and, if using a stroller, bring your stroller with heavy-duty tires.

GET TICKETS

 

First Sunday Arts Festival

Address: West Street | Annapolis

Dates: October 6th + November 3rd | 11am

Inner West Street Association is the proud sponsor of Maryland's premier art festival. From May through November, thousands of visitors enjoy shopping along beautiful West Street in downtown historic Annapolis. Check out over 100 vendors, live entertainment, cafe dining, and so much more!

FREE ADMISSION

 

Halloween Happening Haunted Barn & Hayride

Address: Anne Arundel County Fairgrounds | 1450 General’s Highway (Route 178) | Crownsville, MD 

More information coming soon!

 

Homestead Gardens’ Fall Festival Weekends

WATCH THE VIDEO

Address: 743 W Central Avenue | Davidsonville, MD 21035

Dates: Weekends from October 5th to October 27th | Saturdays + Sundays | 10am – 4pm

Join us for Fall Festival Weekends at Homestead Gardens. Give your family the same enchanting experiences you had as a child; seeing the barnyard animals, taking hay rides, picking out pumpkins and connecting with the community. Create new traditions and make unforgettable family memories.


GET TICKETS

 

Knightongale Farm Sunflower Fest

Address: 3924 Solomons Island Road | Harwood, MD 20776

Dates: September 14th + 15th | 10am-5pm

Admission includes 1 sunflower of the guest's choice, 10+ farm activities, Live BlueGrass Music (11am-3pm) photo ops . Tickets are date specific. Extra flower purchases and concessions are sold separately.

GET TICKETS

 

Knightongale Farm Fall Festival

WATCH THE VIDEO

Address: 3924 Solomons Island Road | Harwood, MD 20776

Dates: September 28th - October 27th | Weekends ONLY 10am-5pm

Pumpkin picking at Knightongale Farm has become a long-standing tradition for many families and friends. In addition to the pumpkin patch and corn maze we offer **face painting, peddle tractors to ride, hayrides, barnyard basketball, Jump Pad, Mega Slides, **Apple Cannons, **Pony Rides, **Face Painting, petting animals, food, drinks, Brewery, Winery, Vineyard.... and so much more!

GET TICKETS

 

Light House Pumpkin Patch

Address: St. Martin’s Church | 1120 Spa Road | Annapolis, MD 

Dates: September 28th until they sell out | Thursdays + Fridays: 2-6pm + Saturdays + Sundays: 10am-6pm

Each October, the Friends of The Light House teams up with many volunteers from local churches to host our fun Pumpkin Patch at St. Martin’s Lutheran Church on Spa Road. Everyone has a great time! Come find your perfect pumpkin and support our beloved Light House at the same time. We feel very lucky to get our beautiful, local pumpkins through Farmer Johns of Kent Island, Maryland.  We are proud to support this local vendor, a St. Mary’s parishioner, and we have a smaller carbon footprint by buying local.  The pumpkins are super fresh and handpicked.  Farmer Johns graciously supplies us with a stunning variety of fantastic pumpkins at cost, helping us raise even more funds for The Light House!

 

MD Corn Maze: Everything Taylor

WATCH THE VIDEO

Address: 389 Gambrills Road | Gambrills, MD 21054

Dates: September 14th - November 3rd | Weekends ONLY 

There are so many fun activities included with your ticket: Hay Pyramid, Corn Pits, Jump-Pad, Feed the Animals, Ziplines, Tight Ropes, Pedal Tractors, Broom Swings, Tractors, Petting Zoo, Hayrides, Bubbles, Slingshots and an 8-Acre Corn Maze. Pony rides are an extra fee. Come hungry to enjoy the food trucks, vendors and visit the general store to go shopping! 

GET TICKETS (Use code MOMS for $1 off admission!)

 

Maryland Avenue + State Circle Fall Festival

Address: Maryland Avenue + State Circle | Annapolis

Dates: October 20th | 10am-6pm

Join the businesses of historic Maryland Avenue for the return of their annual Fall Fest, now in its 54th year. Do not miss the ‘Halloween Pup Parade,’ live music and performances, fun for the kids, delicious food, a beer garden, unique jewelry and clothing vendors, antiques, and art, as well as fair trade, handmade, sustainable goods and so much more in the heart of Historic Annapolis!  

FREE ADMISSION 

 

Maryland Renaissance Festival

Address: 1821 Crownsville Road | Annapolis, MD 21401

Dates: Open Weekends: September 15th - October 20th | 10am-7pm

The 27-acre Village of Revel Grove comes to life each autumn with more than 200 professional performers on ten stages, a 3,000-seat arena with armored jousting on magnificent steeds, and streets filled with village characters.  Join His Most Royal Highness King Henry VIII in the forests and glades with over 140 artisans exhibiting crafts in their own renaissance shops, five taverns featuring cool libations, 42 food and beverage emporiums providing a vast array of succulent and sweet treats to sate even the most hearty of appetites.

GET TICKETS

 

Montpelier Farm Fall Festival

Address: 1720 Crain Highway |  Upper Marlboro, MD, 20772

Dates: Open Select Dates September 14th - November 3rd 

Welcome to an exciting day at our Fall Festival, packed with fun and perfect for photo ops! Savor delicious treats, refreshing drinks, and shop at our farm markets. Dive into the farm festivities with adorable animals, exhilarating playgrounds, a Trike Track, Barnyard Basketball, Giant Hill Slides, ride-on pig races, and so much more!

GET TICKETS

 

The Haunting of West Street: Circle to Circle

Address: West Street | Annapolis, MD

Dates: October 18th - 25th

Decorate by October 18th! Prizes awarded for best-decorated house or business on West Street - Circle to Circle! The public votes by October 25th! Winners announced at the IWSA Masquerade Ball on October 26th at 9pm.

Register HERE!

 

The 3rd Annual Scarecrow Stroll

Address: West Street | Annapolis

Dates: October 20th - November 1st 

Lamp posts on West Street Circle to Circle will be decorated with themed scarecrows to wow the public as they stroll along West Street. There will be prizes for 1st Place, 2nd Place and Honorable Mention! 

The deadline to register is October 9th.

 

Y Worry Farm Festival

Address: 1501 Rossback Road | Davidsonville, MD 21035

Y Worry Farm is a family-owned farm in Davidsonville that has been around for 33 years! Grab a wagon and wander through their 5-acre pumpkin patch for the perfect jack-o-lantern, or let the kids play in the corn stalk tee pee, hay bale pyramid, or their small corn maze. Check out their winter squash, gourds, straw, hay bales, and more- perfect for your Halloween and Fall decorating needs.

More information coming soon! 

 

Queen Anne Farm Pumpkin Patch

Address: 18102 Central Avenue | Bowie, MD 20716

Dates: October 1-31st | Weekends 10am-5pm

Our countryside is absolutely radiant in the fall, and we've created lots of wonderful places for you to create your own priceless photographs. Pumpkins of every size and color are all around, as are dazzling mums. Together your family can explore the Pumpkin House, and be sure to bring your cameras to pose for annual photos there and in front of our giant critters and straw farm animals. Our relaxed, country store has all of your Halloween and pumpkin carving needs: carving kits with the latest jack-o-lantern patterns, pumpkin paints, and much more. Finally, check out our variety of fall decorations, including corn shocks, hay bales, mums, Indian Corn, and a vast variety of gourds in all colors and sizes.

GET TICKETS

HAUNTED HOUSES

Arundel Volunteer Fire Department Station 7 Terror Trail

Address: 2380 Davidsonville Road | Gambrills, MD

Dates: Open Weekends September 28th - October 26th 

A family-friendly haunt with activities for everyone. We have a scary Terror trail recommended for 8 years and older and offer activities for younger children at the ticket booth and families can enjoy our Boo Haunt loop – geared for those under 8 years old. We are supporting the Arundel Volunteer Fire Department. All proceeds from the Haunted Trail.

GET TICKETS

 

Field of Screams Maryland

Address: 4501 Olney Laytonsville Road | Olney, MD 20832

Dates: September 27th - November 2nd: Thursday - Sunday

#1rated screampark voted largest, most popular + awarded “best of” in Maryland, DC, VA + Delaware! The Super Trail is newly EXPANDED! Doubling the number of HORRIFYING stations from 27 to over 55!!

The Haunted Trail is 26 stations of Campground fears that wind you through the haunted forest of Field of Screams Maryland!! These stations take the haunted trail experience to the next level with haunted houses dotting the trail with their terrifying looks, sounds, animation and props. This trail is themed as a Camp Fear where a group of 20 year old campers once laughed, played and brutally died. Come visit the newest attraction at the Field of Screams Maryland and good luck surviving it!! A 30 min terrifying walk through a haunted forest best known for its 29 small haunted houses scattered throughout the darkest and scariest woods you have ever entered. The woods are covered with horrific sites, zombies and haunted houses all laying in wait for you to arrive.

GET TICKETS

 

Hansel Hill Farm Not So Spooky Hayride and Haunted Maze

Address: 1017 Hansel Drive |  Millersville, MD 21108

Dates: Weekends ONLY: October 4th - October 27th 

Our “Not so Spooky Hayride” is great for all ages and includes a trip around the farm to look at our fun Halloween Inflatables.  Explore the farm once you’re done and find our hidden candy spots. Our “Haunted Orchard Walk” is geared towards older kids and adults, however, a few braver little ones have survived.  Daytime visits are less scary than when it’s dark. Each ticket includes admission to both adventures.  Kids 2 and under are free.

GET TICKETS

 

Madhaunter's Madhouse  (Loundon County, VA)

Address: 37658 Legard Farm Road | Purcellville, VA 20132

Dates: Every Weekend: October 1 - November 2 | 7pm 

Awarded Virginia’s “Top Haunt” accolade in five out of six years by FrightFind, terrors being scared up at Madhunter’s Madhouse in Purcellville, Virginia are just about the best around the DC area. While there are some haunts that devolve into black comedy to give the haunted attraction goer a sense of relief….there is no relief to be found at Madhunter’s. The unspeakable and frighteningly real horror visages that stalk every corner here are genuine in their evil as you will be shaken by their bloodcurdling screams.  Wailing and what many consider to sound straight from Hell itself will constantly have you and your friends saying, “this can’t be real…right?”   Packed with more jump scares than a slasher movie marathon, Madhunter’s Madhouse is a frightening haunted attraction that is for serious veteran attendees.

Chosen as  “#1 Must-See Haunt” in Virginia by thousands of scare-loving fans at TheScareFactor.com, Madhaunter’s Madhouse haunted attractions continue to achieve both popular and critical success, including Virginia’s “Top Haunt” in 2016, 2017, 2018, 2019, and 2022 by industry experts at FrightFind.com.

GET TICKETS

 

Six Flags BOO Fest

Address: 13710 Central Avenue | Bowie, MD 20721

Dates: September 14th- October 27th

Explore Spooky Fun for All Ages including family friendly rides, trick or treat trail, fall festivities, and more!

GET TICKETS

 

Six Flags Fight Fest 2024

Address: 13710 Central Avenue | Bowie, MD 20721

Dates: September 14th- October 27th

Explore haunted houses, scare zones, rides in the dark, and so much more! 

GET TICKETS

 

Special Historic Hauntings

Address: Watermark Journey | 188 Main Street | Annapolis

Dates: Starting October 4th | Fridays + Saturdays | 7:30pm

During the month of October, we're partnering with Historic Annapolis to offer Special Historic Hauntings. Our spirited guide will lead you through the dark alleys, spooky side streets, and lesser-known haunted sites of the old and creaky town of Annapolis. Hear from real diary entries and newspaper articles of what frightened early 18th-century folks. Also included is a stop inside historic Hogshead, where you will be immersed in the tales of those living in Annapolis during the Revolutionary War. Listen to stories of spirits that linger in the mist, and explore one of Annapolis’ best-known cemeteries. Special Historic Hauntings takes you back to a time of superstition and legend. And who knows, after a trip inside Hogshead, your own story may be added to the history of Annapolis!

GET TICKETS

 

The Haunted Hill of North Shore

Address: 373 North Shore Road | Pasadena

Dates: October 18th, 19th, 25th + 26th | 7-10pm

for a scary good time with live actors, a corn maze, and terrifying scares. Witches, clowns, monsters, skeletons, zombies, and more! Admission is $8 per person (three and under free). Cash and Venmo accepted! Additional walk throughs available $2 per ticket. All proceeds to go non-profit organization Jamz Boosters. A concession stand is available at the end of the trail with water, hot chocolate, chips, candy, and hot dogs. Don’t miss The Haunted Hill of North Shore!
 
DOG-FRIENDLY EVENTS

Barktoberfest: Dog + Beer Festival

Address: Annapolis Town Center | 1906 Towne Centre Blvd | Annapolis

Date: October 5th | 11am-7pm

Ready to raise the woof again? Join us for the second Barktoberfest for plenty of steins and canines as we celebrate German-style beer, bavarian food, and pawesome four-legged friends.

Returning is the crowd favorite dog fashion/costume show, plenty of imported and locally crafted brews, and yard games. Portion of the proceeds will go directly to the SPCA of Anne Arundel! Expect additional traditional Oktoberfest fun with stein-holding contests and plenty of fall photo opportunities! General admission will be held at the Annapolis Town Center at the Boathouse pavilion in the East Village. Don't miss out! Dogs that are friendly and on a leash are welcome but should be comfortable with crowds and other dogs nearby. The event will go on rain or shine and refunds will not be issued for no-shows or a forced event cancellation. We do have a rain-out date scheduled for October 12th for detrimental weather. To enter your pet into a fashion or costume contest, please enter your pup's information here.

Tickets are FREE and required! 

 

AA County Sheriff 5K Fall Festival

Address: 1450 Generals Hwy | Crownsville

Date: October 6th | 8:30am

Even if you are not participating in the Run/Walk events you are invited to come celebrate with us at the Fall Festival which promises to be a day of fun, community engagement, and support for a worthy and much needed cause.  This FREE event is open to all and includes over 40 vendors, Face Painting, Kid Friendly Games & Inflatables, Live Music, Food Trucks, Beer Truck + so much more!

FREE FALL FESTIVAL ADMISSION

 

SPCA Halloween Trick or Treat Trail + Forest of Fear

Address: SPCA | 1815 Bay Ridge Avenue | Annapolis

Dates: October 19th + 20th | 12-9pm

It's that time of year when Team SPCA transforms the SPCA dog walking trails into the Halloween event of the season!!! Join us at our 1815 Bay Ridge Avenue location, October 19th and 20th for the "Trick or Treat Trail" by day and the dreaded "Forest of Fear" by night. Purchasing advanced tickets is required. The "Trick or Treat Trail" is 12pm to 4pm, October 19th and 20th, $5 per human and kids under 5 years old are free. Enjoy kid and dog friendly fun for the entire family! Wear your costumes and stroll through the trail for candy and not so scary Halloween excitement. Please keep your dogs leashed. The Forest of Fear is 7pm to 9pm, October 19th and 20th, $10 per person for those that dare to walk the haunted trail in the dark of night. This event is not for young children and dogs. All proceeds from the "Trick or Treat Trail" and "Forest of Fear" directly support our rescue animals
 

 

Howl-O-Ween-Paw-Ty

Address: Anne Arundel County Animal Care + Control | 411 Maxwell Frye Road | Millersville

Date: October 26th | 10am-1pm

Join us for FREE family fun - rain or shine! Meet adoptable pets, safe trick-or-treat trail, special activities for children, educational demonstrations, and a raffle to benefit the animals!

 

Paws and Pumpkins Fall Fest

Address: 3869 Birdsville Road | Davidsonville, MD

Date: October 26th | 11am-3pm

Join us for a fun-filled day at the American K9 Dog Ranch in Davidsonville as we celebrate the beauty of fall with our furry friends! The Paws and Pumpkins Fall Fest is a dog-friendly festival that offers a variety of activities for dogs and their owners to enjoy. Not to worry, there will be activities for adults and children too! Enjoy a pumpkin patch, vendor market, petting zoo, face painting + air brush tattoos, photo booth, live usic, costume contest, pumpking painting station, self-led wooded trail walks, and food trucks!

GET TICKETS

 

Howl-O-Ween Barkin' Bash

Address: Quiet Waters Park | 600 Quiet Waters Park Rd | Annapolis

Date: October 27th | 11am-2pm

Get your furry friend dressed in their best Halloween costume! There’ll be food, vendors, and lots of fun for everyone! Contest tickets are $5 per dog.

MORE INFO

 

Critter Crawl + Pet Costume Contest

Address: Homestead Gardens Davidsonville | 743 W Central Ave | Davidsonville

Date: October 27th | 2-3pm

Get ready for the 12th Annual Homestead Gardens Critter Crawl, a fun-filled pet costume contest that celebrates Halloween in style while benefiting the SPCA of Anne Arundel County. This year, we’re excited to host this festive event during our Fall Festival, adding an extra layer of excitement and community spirit to the day. Dress up your furry, feathered, or scaly friends in their best Halloween costumes for a chance to win incredible prizes and gain bragging rights as the most creative or adorable pet of the day. The event is sponsored by VCA South Arundel, ensuring a high-energy, enjoyable experience for all participants.

SIGN UP

 

For more Dog-Friendly Festivals in the DMV, check out @pawsinthedmv EPIC LIST!

ADULTS ONLY

Garten Oktoberfest + 1st Annual Garten Stein Holding

Address: Garten | 849 Baltimore Annapolis Blvd | Severna Park, MD 21146

Date: September 21st | 11am

Tickets for our first annual Garten Stein Holding Contest at our Oktoberfest Kickoff on September 21 are NOW AVAILABLE! Drink some beer, eat some pretzels, and TEST YOUR MIGHT. Each ticket includes a Pherm Brewery beer, a take home stein, a and a chance at a cash prize and bragging rights for a year - the winner will be immortalized forever with their name engraved on the coveted Garten Stag Trophy! Then join us all Oktoberfest long for lots more delicious food and drink specials.

GET TICKETS

 

Annapolis Wine and Dine

Address: Susan Campbell Park | Annapolis

Date: September 21st | 12-5pm

Join us for a night of sipping and savoring at the Annapolis Wine and Dine event! Come join us for the inaugural Wine and Dine Festival held in downtown Annapolis at Susan Campbell Park. Eventgoers will pick up their wine glass and try samples overlooking the beautiful Spa Creek. Check out different varietals from Banfi Wines, our premier partner for the event. Also check out local sips from local wineries, Delcato wines, and more! Attendees may then check out several local participating restaurants to try reduced-priced glasses of wine with food samplings from different restaurants downtown.

GET TICKETS

 

Boatyard Beach Bash

Address: Annapolis Maritime Museum | 723 Second Street | Annapolis, MD 21403

Date: September 21st | 4-10pm

Join us for the Annapolis Maritime Museum & Park’s 19th Annual Boatyard Beach Bash on Saturday, September 21, 2024, headlined by world class musicians and members of the iconic Jimmy Buffett’s Coral Reefer Band. Let yourself be whisked away to Key West as you immerse yourself in the incomparable talent of world-class musicians. This year in memory and in honor of Jimmy Buffett, be prepared to be…Captivated by John Frinzi, accompanied by members of the Coral Reefers Doyle Grisham, Eric Darken, Nadirah Shakoor, as well as John Frinzi & friends, including John Patti, who will play extensive set of original Jimmy Buffett classics.

Witness the electric buzz of the Floating Collective Band, featuring Coral Reefer legacy performers, Mick Utley, Brendan Mayer, and Erin McAnally.Experience the enchanting melodies of the Peter Mayer Band, led by Coral Reefer lead guitarist and vocalist Peter Mayer, his son, Brendan Mayer, Zeb Briskovich, and Miles Vandiver. Dazzled by Radio Margaritaville’s very own JD Spradlin, illuminating the evening as emcee.

GET TICKETS

 

Annapolis Baygrass Music Festival

Address: Sandy Point State Park | 1100 E College Avenue | Annapolis

Dates: September 21st + 22nd | 12pm

The Annapolis Baygrass Music Festival is a conservation and community-focused musical event where just by having fun you’re helping to Save the Chesapeake Bay. Baygrass blends the finest progressive bluegrass, jamgrass and Americana music with a gorgeous beachfront venue and a mission to protect the Chesapeake Bay and raise mental health awareness.

BUY TICKETS

 

Blazers . Bourbon . Cigars

Address: William Paca House & Garden | 186 Prince George Street | Annapolis

Date: September 26th | 6-9pm

Join Historic Annapolis at the 11th annual Blazers . Bourbon . Cigars!  Connect with a wide network of influential community members – the region’s top business leaders, entrepreneurs, professionals, and visionaries representing our diverse community – in the picturesque William Paca Garden. While you network, enjoy bourbon, whiskey, and other fine liquor tastings, premium cigars, and delightful food from the area’s top chefs.

This popular annual fundraiser supports Historic Annapolis and our mission to Preserve . Protect . Connect. 21+ only. Event is held rain or shine.

BUY TICKETS

 

Outside

Address: AND Creative Studio | 1851 McGuckian Street #Suite B | Annapolis

Date: October 4th | 8-11:30pm

Darin Michelle x davomakesbeats present OUTSIDE. Hosted inside of gallery and studio AND Creative, Outside is a quarterly dance party w/ house party vibes. Bring your friends and good energy!

Get ready to dance the night away at Outside, a quarterly dance party hosted by Darin Michelle and davOmakesbeats! Held at gallery and studio AND Creative (1851 McGuckian St., Suite B, Annapolis, MD). With its first installation on Friday, October 4, 2024 from 8:00 pm - 12:00 am, this event offers a perfect blend of good energy and great music. With house party vibes, Outside is a celebration of community and inclusivity, with a strong focus on LGBTQ+ friendliness. Attendees can expect an eclectic mix of hip-hop, house, club, and techno sounds from DJ Face and davOmakesbeats.

BUY TICKETS

 

Tacos & Tequila Fest Bowie

Address: Prince George's Stadium | 4101 Robert S. Crain Hwy | Bowie

Date: October 5th | 3pm

Award-winning Tacos & Tequila Music Fest is coming to Bowie! Get ready for a night of incredible throwbacks, great food, and, of course, LOTS of Tequila! Featuring the I Love the 90's Tour - Catch Vanilla Ice, Treach of Naughty by Nature, Rob Base, Kid N Play, All 4 One, Tone Loc, Color Me Badd, and Young MC!

BUY TICKETS

 

Providence of Maryland’s 10th Annual Harvest Bash

Address: Providence Greenhouses & Gardens | 370 Shore Acres Road | Arnold, MD

Date: October 12th | 7pm

Join us for our biggest event of the year, Providence's 10th Anniversary Harvest Bash at Providence Greenhouses & Gardens! Enjoy an evening filled with live music, dancing, an autumn-inspired menu, open bar, live and silent auctions, raffles, and more. Shop Providence pottery and fall decor, and indulge in special surprises like a s’mores bar, fresh custom donuts and our signature cocktail, The Fall Classic!

Proceeds from the event support over 300 people with intellectual and developmental disabilities in Anne Arundel and Charles Counties to discover and live their best lives in their communities.


GET TICKETS

 

What's Up Witches on Maryland Avenue

Address: Maryland Avenue | Annapolis

Date: October 24th | 5-8pm

Grab your girls and join us for happy hour treats on the avenue!

FREE ADMISSION

 

Halloween Costume Dance Party

Address: Prism Annapolis | 49 Spa Road | Annapolis

Date: October 24th | 6:30pm

Join Moms in Motion and Let’s dance for a 1-hour cardio + toning workout for all fitness levels! You don’t need to be a mom to join us - Everyone is welcome! Grab your costume and get READY for the ultimate Halloween Dance Party featuring DJ Deezy!

1st, 2nd, 3rd place prizes for best costumes + entry for an amazing raffle basket. Enjoy complimentary snacks + beverages post class!

GET TICKETS

 

Fish For A Cure Fishing Tournament + Shore Party

Address: Safe Harbor Annapolis | 519 Chester Ave | Annapolis

Date: November 9th | 6am + 5pm

Fish For A Cure (F4AC) is an unmissable experience on fishers’ yearly calendars. Celebrate with a great day of fishing on the Chesapeake Bay followed by the Shore Party where we’ll celebrate the competition for the biggest fish and most dollars raised through the Paul C. Dettor’s Captain’s Challenge. No matter the size of your fish or the amount of money you raise, you can be sure to have a good time! You should be happy in knowing that you are helping F4AC realize its mission of raising funds for cancer care in our community.

Fish For A Cure (F4AC) 2024 will host a Shore Party from 5-9 p.m. at the Safe Harbor Annapolis. There will be food and beverages served from multiple bars, a dance floor, and more. Plus, the winners of the Tournament and Paul C. Dettor Captain’s Challenge will be announced at the party. For those not registered in the F4AC tournament, party tickets are $150 per person. All proceeds will support the Cancer Survivorship Program at Luminis Health Anne Arundel Medical Center’s Geaton and JoAnn DeCesaris Cancer Institute and its vital programs that directly benefit patients and their families in our community.

GET TICKETS

 

Don't Tell Comedy Show

Address: SHH it's a surprise until you purchase a ticket!

Date: November 9th | 7pm

Shhh...it's a surprise. As you can see, we only advertise the general area or neighborhood for each show. The precise location and other important show details will be sent to you at 8:00 AM the day of the show. If you don’t see it in your inbox you can find the info on show day right here.

BUY TICKETS

ARTS + CRAFTS + STORYTIMES

Kinder Farm Park Scarecrow Making Class

Address: 1001 Kinder Farm Road | Millersville, MD

Date: September 28th | 9:30am, 10:30am + 11:30am

Get into the fall season and come join the fun! Let your creativity run wild to dress up your very own scarecrow. Participants will receive all materials needed to make a full size scarecrow, including: straw, pants, shirt, face parts, and accessories to make your scarecrow a dapper dude.

GET TICKETS

 

Spooky Sip + Paint

Address: William Paca House & Garden | 186 Prince George Street | Annapolis

Date: October 3rd | 5-7pm

Spooky season is here! Join us for this special Paint Night at the William Paca House and Garden. Sip a glass of wine (or cider) as our instructor guides you step-by-step in the creation of your own seasonal painting masterpiece. All levels welcome, no experience required! Admission fee includes guided instruction, canvas, and use of tabletop easel, brushes, and a palette with preselected paint colors. Please bring your own apron or smock. Plan to arrive 15 – 30 minutes prior to the start time to get settled. Recommended for 13+. Cash wine bar available for 21+ only. 

GET TICKETS

 

Home Depot In-Store Kids Workshop

October 5th: Fire Truck Rescue + November 2nd: Pumpkin Tic-Tac-Toe 

Join Us at 9 a.m. the First Saturday of Every Month for an in-store workshop! While supplies lasts. 

SIGN UP FOR FREE

 

Mr. Paca’s Garden Storytime: The Halloween Tree

Address; William Paca House and Garden | 186 Prince George Street | Annapolis

Date: October 15th | 10am

Mr. Paca’s Garden Storytime is a fun hour full of reading and activities in the William Paca Garden, a secret treasure in the Historic District of Annapolis. Each program is designed for little ones, 3-7 years, with a book reading, song, craft/art project, and exploring in the Paca Garden. Come help us decorate our very own William Paca Halloween Tree. We will visit Farmer Ben who will transform a pumpkin into a Jack-o-Lantern, and you can take home pumpkin seeds to plant or eat. Don’t forget to wear your Halloween costume!

GET TICKETS

 

Halloween Dance Party at Discoveries Library

Address: Annapolis Mall | 2550 Annapolis Mall Road | Annapolis

Date: October 25th | 10:30am

Jump up, turn around, clap your hands and stomp around at this high energy Halloween bash. Costumes encouraged!

 

Pumpkin Walk at Hammond-Harwood House

Address: 19 Maryland Avenue | Annapolis

Date: October 25th | 4-6pm

Join us for our annual Pumpkin Walk! Come celebrate the spooky season with games, crafts, snacks, storytelling, face painting, and a costume parade around the mansion. This event will also feature a brief tour of the mansion to introduce children to colonial superstitions and the special architecture of the Hammond-Harwood House. Wear your best costume for the selfie station! This family event is an Annapolis tradition not to be missed! Costumes encouraged. Beer and wine will be available for purchase.

GET TICKETS

 

Mr. Paca’s Garden Storytime: Room on the Broom

Address: William Paca House and Garden | 186 Prince George Street | Annapolis

Date: October 26th | 10am

Mr. Paca’s Garden Storytime is a fun hour full of reading and activities in the William Paca Garden, a secret treasure in the Historic District of Annapolis. Each program is designed for little ones, 3-7 years, with a book reading, song, craft/art project, and exploring in the Paca Garden.


GET TICKETS

 

Guava Jelly Performs at the Annapolis Mall

Address: Annapolis Mall | 2002 Annapolis Mall Rd | Annapolis

Dates: October 30th, November 6th, November 20th, December 4th + December 18th

Ready to move and groove? Join us at Crate & Barrel Court on Wednesday's from 10:30 - 11:15 for a fun-filled family event with Guava Jelly! This Annapolis-based duo will bring their Caribbean rhythms to the mall, creating the perfect midweek music break for you and your little ones! Don’t miss out on this FREE, family-friendly concert series! Come ready to sing, dance, and create some unforgettable memories!

FREE EVENT

FALL EVENTS

FUNBOX Annapolis: The World's Biggest Bounce Park

WATCH THE VIDEO

Address: 2002 Annapolis Mall Road | Annapolis

Dates: NOW until October 29th

With 25,000 sq. ft. of continuous jumping zones connecting 10 different play areas, there’s nothing like @funbox. My kids are already asking if we can go back tomorrow!

The world’s biggest bounce park at the Annapolis Mall will be here until OCTOBER 29th!

My kids, myself (+ even their grandparents!) had a blast climbing the Ninja Wall, jumping the Gumball Gallop, going down huge slides, the Mountain Challenge, and so many obstacles!

Dress comfortably even if you don’t think you’ll jump, because you will!

𝗧𝗛𝗜𝗡𝗚𝗦 𝗧𝗢 𝗞𝗡𝗢𝗪 𝗕𝗘𝗙𝗢𝗥𝗘 𝗬𝗢𝗨 𝗚𝗢
💰 Tickets range from $18-$30 per person
⏰ Sessions are 90-minutes
👶 Kids 2 + under are FREE
🎟️ Everyone must pay to enter, even if you don’t plan to jump
🚽 Portable bathrooms are available
😎 Tables + chairs are in a shaded area for breaks
🍽️ Food + drinks are allowed inside. Shaved ice and water is available to purchase
👟 FREE shoe and bag storage area
🧦 Socks are required - bring your own or buy FunBox socks onsite

Get your tickets ahead of time before they sell out. Limited tickets are available at the door!

 

Kunta Kinte Heritage Festival

Address: Navy-Marine Corps Memorial Stadium | 550 Taylor Ave | Annapolis

Date: September 14th | 10am-7pm

FREE admission to 150+ community, arts + crafts, food vendors and a children's tent! In September 1987, the Kunta Kinte Celebration was born in Annapolis, Maryland. Now known as the Kunta Kinte Heritage Festival, the festival is a celebration of the perseverance, education, and cultural heritage of Africans, African Americans, and Caribbean people of African descent. The festival is a volunteer-run event organized by the 501(c)(3) non-profit organization Kunta Kinte Celebrations, Inc.

FREE ADMISSION

 

The Coffee Trailer 2nd Year Anniversary Celebration

Address: 44 Earleigh Heights Road | Severna Park

Date: September 22nd | 9am-2pm

Free raffles from local small businesses. Local vendors, food, live music and The Black Market Bakery Truck.

FREE

 

West Annapolis Oktoberfest

Address: Annapolis Street

Date: September 22nd | 11am-4pm

Join us for a FREE family-friendly day in West Annapolis! Enjoy beer, music, food and local vendors. 

FREE ADMISSION

 

Drive-In Movies on Forest Drive 

Address: 117 Hillsmere Dr | Annapolis

Dates: September 27th + October 25th 

Annapolis’ Small Businesses on the SOuth FOrest Drive Corridor (SOFO) hold Summer Drive-In Movies Under the Stars on the fourth Friday of the month through October. Food and drinks can be purchased from Grump’s Cafe.

September 27: The Hunt for Red October + October 25: Hook

FREE ADMISSION 

 

Kinder Farm Park Hayrides

Address: 1001 Kinder Farm Road | Millersville, MD

Dates: September 28, October 19 + November 16 

Join us for a hayride! $5 per person (cash only). Children 3 and under are free and may be required to sit on accompanying adult's lap. Ticket sales for the hayrides will be in front of the Visitors Center. Hayrides will start every half-hour from 10am-12:30pm. Gate Fees Apply.

GET TICKETS

 

Severna Park Community Center Fall Festival

Address: 623 Baltimore Annapolis Blvd | Severna Park, MD 21146

Date: September 29th | 1-4pm

Fall craft marketplace. Live Music by Scott Voorhees & Joe Glumsic. The Hot Dog Hideout Food Truck. Moveable Mixtures Beverage Truck. Fun Games & Crafts. Live Entertainment. Fall Photo Booth. Balloons & Face Painting. Pumpkin decorating (First 100 Children). 

FREE ADMISSION

 

Fourth Annual Art in The Park

Address: Cafe Mezzanotte | 760 Ritchie Highway | Severna Park, MD 21146

Date: September 29th | 1-5pm

Tickets are NOW AVAILABLE for our Fourth Annual Art in The Park... an indoor and outdoor LIVE Music and Local Art Festival!  Join us Sunday, September 29 from 1pm-5pm for LIVE Music by Grilled Lincolns and The Betas, over 1 dozen Local Artists and Local Art Galleries, Beer & Wine Garden Games and now this year featuring our Outdoor Picnic Pavilion!  Each ticket includes All-You-Can-Eat Picnic Pavilion with Appetizers, Smoked Meats, Seafood, Salads, Pastas, Cannoli Station and more!  Tickets are available ONLINE HERE!  Thank you to our Sponsors Severna Park Voice, KMA Law, Key Group of Cummings and Co. Realty, Alex Schwab Allstate Insurance, and Face It Spa and Wellness! This year's Art in The Park will benefit our friends at Partners in Care!

GET TICKETS

 

Annapolis Powerboat Show

Address: City Dock | Annapolis

Dates: October 3-6 | 10am-5pm

October brings the transformation of Ego Alley and Annapolis Harbor into a boater’s dream, as floating docks create a temporary marina showcasing new and premiering boats and the latest in boating accessories, equipment and apparel during the Annapolis Powerboat Show.  Whether you are a boater, angler, or just getting started, you will want to grab your family and head to downtown Annapolis and soak in the boating lifestyle, catch up with old boating friends, and make new ones as you walk the docks.

GET TICKETS

 

Flea Market, Tractor Pull and Maryland State Jousting Championship

Address: Anne Arundel County Fairgrounds | 1450 General's Highway | Crownsville

Date: October 5th

More details coming soon! 

 

Annapolis Sailboat Show

Address: City Dock | Annapolis

Dates: October 10-14 | 10am-5pm

Sailors from around the globe gather in beautiful downtown Annapolis every October for the Annapolis Sailboat Show. This annual celebration of sailing features floating docks lined with sailboats from manufacturers around the world. Multihulls, monohulls, cruisers, racers, sailing dinghies and more. Show tents line the shore, stocked with the latest in nautical gear and accessories, electronics, communication equipment, sails, rigging, education, charter companies, clubs and more. Seasoned and novice sailors alike are invited to expand their horizons and connect with fellow sailors during this internationally acclaimed show.

GET TICKETS

 

Kinder Farm Park Fall Festival

Address: 1001 Kinder Farm Park Road | Millersville, MD

Date: October 12th | 10am-4pm

It's time to register for the Kinder Farm Park Fall Festival! Get ready for a day full of fun, food, games, and animals at Kinder Farm Park on Saturday, October 12 from 10:00 AM - 4:00 PM. Bring the whole family for exciting activities and celebrate fall in the best way possible! What to Expect: Hayrides, Food vendors, Games and crafts, Farm animals + Special 25th Anniversary Poster (sold separately)

GET TICKETS

 

Art @ the Park

Address: Quiet Waters Park | 600 Quiet Waters Park Rd | Annapolis

Dates: October 12th + 13th | 10am-4pm

Join the Friends of Quiet Waters Park for our 34th annual art and music festival! This two-day event will feature dozens of art vendors, three musicians each day, food trucks, kids’ activities, and demonstrations. Get a jump on your holiday shopping from some incredible artists! The festival is free, but the $6 per car entry fee into the park still applies.

FREE ADMISSION

 

Weems Creek Church Harvest Fest

Address: Weems Creek Church | 600 North Bestgate Road | Annapolis

Date: October 12th | 1-3pm

Carnival games, police & fire trucks, bounce house, crafts, petting zoo, chili cook-off, and more! Bring your whole family for a fun afternoon.

 

Fall Fest at Annapolis Town Center

Address: 1906 Towne Center Blvd | Annapolis

Dates: October 19th | 11am-2pm

Stop by to do all things Fall including pick your Own Pumpkin Patch and Decorating, Witches Brew Arts & Crafts Station, Face Painting, Costume Contest, Photo Ops, DJ, Street Performers, Food Trucks, and Vintage Views Mobile Bar. Please consider bringing a canned food or monetary donation to benefit the Anne Arundel County Food Bank! This event is free to the public! Tickets are required for headcount. No formal check in is required at the event.

FREE TICKETS REQUIRED

 

Biggest Playdate Ever with Annapolis Moms Media

Address: The Byzantium at the Greek Orthodox Church | 2747 Riva Road | Annapolis

Date: October 19th | 10am-4pm

Join Annapolis Moms for FREE entry, Indoor & Outdoor Fun for Kids of All Ages, Scrumptious Food & Groovy Music, Touch-a-Truck, and Trick or Treating Bonanza. Bring the whole family for a day of epic fun and community joy!

FREE ADMISSION

 

Family Fall Festival

Address: Waugh Chapel Towne Center | 1417 S Main Chapel Way | Gambrills

Date: October 19th | 12-2pm

Join Waugh Chapel Towne Centre on South Main Chapel Way for our annual Family Fall Festival on Saturday, October 19, 2024, from 12pm-2pm! Visit for balloon art, live music, pumpkin decorating, kids activities, visits from Waugh Chapel Towne Centre businesses and more. It’s fun the whole family can enjoy! Hope to see you for a Waugh-nderful time.
 

 

Fall Harvest Festival

Address: Pip Moyer Recreation Center | 273 Hilltop Lane | Annapolis

Date: October 26th | 10am-2pm

You won't want to miss the Annapolis Recreation and Parks Fall Harvest Festival! Sing along with Princesses Elsa, Mirabel, and Tiana. Experience the Superhero Training Camp with Batman, Black Panther, and Spider Man. Go on hay rides and pick your own pumpkin out of the pumpkin patch. Go Trunk-o'-Treating. Listen to live music. Be amazed by our petting zoo. And everything is FREE!

FREE EVENT

HALLOWEEN EVENTS

Halloween Happening at Anne Arundel County Fair

Address: Anne Arundel County Fairgrounds | 1450 Generals Hwy | Crownsville

Dates: October 18th + 19th: 7-10pm, October 20th: 7-9pm, October 25th + 26th: 7-10pm and October 27th: 7-9pm

Join us for a haunted house, haunted maze, and haunted hayride! Ages 6 and Under are Free!

GET TICKETS

 

Halloween Dance Party

Address: South County Recreation Center + North County Recreation Center

Date: October 19 | Ages 3-10 | $13.00 per person

Get ready to be inspired by the Halloween spirit! We're going to have a blast dancing together. Don't forget to wear your costume and make sure it's perfect for dancing!

GET TICKETS

 

Halloween on the Farm

Address: Dragonfly Acres Farm | 1278 Meyers Station Road |  Odenton, MD 

Date: October 20th | 11am-2pm

Our 3rd Annual HALLOWEEN ON THE FARM event is on the calendar! We had such a fun time the last two years with this event so we cannot wait to see everyone back again this year! Come join us for a spooktacular time on the farm. Everyone come is their best costume (our animals will be dressed up too!). Meet Our Animals - very interactive! Haunted Boo Trail / Tractor Hay Ride. Candy Scavenger Hunt. Small Crafts. Hot Chocolate …and so much more! A chance to slow down, unplug, intimate setting, fun photo ops, enjoy good people and have a blast! Proceeds from this event help raise much needed funds to help us maintain/upkeep and care through the winter months!

GET TICKETS

 

Maxed Out Fitness Halloween Bash 2024

Address: 1833 George Avenue Suite 2 | Annapolis

Date: October 25th | 6-10pm

Join us for a night of boos and booze at Maxed Out Fitness! Our annual Halloween Bash includes a DJ, food, drinks, and more. Proceeds go to support The Bernie House, a local Annapolis charity providing resources to survivors of domestic violence.

Tickets are $35 online and will be $45 at the door.

 

Severna Park Community Center Spooky Splash

Address: Severna Park Community Center | 623 Baltimore Annapolis Blvd | Severna Park

Date: October 25th | 6:45pm

Are you ready to dive into a spooktacular pool party?  Witches, ghosts, and goblins are taking over our pool on October 25th from 6:45-7:45 pm for an unBOOlievably fun time! Invite your schoolmates and neighborhood pals to join us at Spooky Splash for a night filled with ghoulish giggles and freaky fun.
 

 

USNA Annual All Saints’ Day/Halloween Concert

Address: USNA, Naval Academy Chapel | 121 Blake Road | Annapolis

Dates: October 25th | 7pm + 10pm and October 26th | 7pm

The USNA annual All Saints' Day/Halloween Concert is a spectacular event of music, light, drama, and dance.  One of the most popular events on the Yard, this production is an experience you will not soon forget!  This electrifying concert features, Mr. Monte Maxwell, Chapel Organist and Director of Chapel Music, with the multi-faceted talents of midshipmen in a presentation that has drawn record-breaking crowds into the Naval Academy Chapel.  A wide variety of music from multiple genres, including the famous Toccata and Fugue in D Minor, are featured in this concert celebrating the triumph of good over evil and All Saints’ Day. The incredible performances, special effects, and grand finale will leave you on the edge of your seat!

GET TICKETS

 

Halloween Paddle with Capital SUP

Address: Amos Garrett Park | Annapolis

Date: October 26th | 9:30am

Mark your calendars for October 26th and join us for our Annual Halloween Paddle! Paddle Spa Creek in your spookiest costume as we head from Amos Garrett Park to Downtown Annapolis. $10 of registration goes to the Live Water Foundation.

GET TICKETS

 

Day of the Dead Festival

Address: Maryland Hall | 801 Chase Street | Annapolis

Date: October 26th | 3-8pm

Folklorist artists, traditional Mexican food, attractions for children, artisans, raffles, community resources, and activities to celebrate this tradition of Mexican origin!

 

Crab Cake Haunt

Annapolis

Date: October 27th | 10am-8pm

More information to come!

 

Eco Adventures Silly Monsters Halloween Party

Address: Eco Adventures | 216 Najoles Rd #600 | Millersville

Date: October 31st | 10-11:30am

Frankenstein, dracula, mummies...oh my!  Join us on Halloween for a party full of creepy crawly animals to meet, halloween “make your own paper bag monster”- and roll up some mummies-  Play Halloween games-  Do you have what it takes to participate in the mummy relay?  And it is not complete without getting a treat as you complete each station.  Get your scariest, prettiest, most unique costume and join us for fun and games. *Green Screen is available for $10 per picture, Face Painting $5. *Wear costumes!

REGISTER HERE

 

Eco Adventures Day of the Dead: Remember Me!

Address: Eco Adventures | 216 Najoles Rd #600 | Millersville

Date: November 1st | 6:30-8pm

Grab your marigolds, sombreros and sugar skulls, it is time to celebrate the Day of the Dead!! We will explore the magical underworld of this Mexican tradition!  Start off with meeting your Alebrije (spirit guide) as well as some of our fantastical animals, celebrate the lives of our beloved ones with a Mariachi band!  Finish your evening with designing your own sugar skulls or if you wish a green screen picture with your spirit animal! It is a FUN family night you will not forget!!

REGISTER HERE

TRUNK OR TREAT EVENTS

AACO Sheriff's Office Accessible Trunk or Treat

Address: Anne Arundel County Sheriff's Office | 2009 Commerce Park Drive | Annapolis

Date: October 25th | 5-8pm

The Anne Arundel County Sheriff's Office is hosting our SECOND annual Accessible Trunk Or Treat.  This event is a great way to engage with the community  This is a free event.

FREE registration

 

Halloween Spooktacular

Address: Severna Park Community Center | 623 Baltimore Annapolis Blvd | Severna Park

Date: October 25th | 6-8pm

Trunk or Treat. Halloween Movie. Popcorn & Treats. Dance performance. Spooky Photo Booth. Crafts & Games.

FREE ADMISSION

 

Blue Crab Cupcakes 3rd Annual Trunk or Treat

Address: 1580 Whitehall Road | Annapolis

Date: October 25th | 6-8:30pm

Come join us for games, treats, costume contests, prizes, live bands + food trucks! The event is FREE and open to the public.

No tickets are required - just show up! 

 

Arundel Olympic Swim Center Pumpkin Plunge + Trunk or Treat

Address: 2690 Riva Rd | Annapolis

Date: October 26th | 12:30 - 2:30pm

Join us on 𝗢𝗰𝘁𝗼𝗯𝗲𝗿 𝟮𝟲 for an afternoon of fall fun in the pool! The event kicks off at 𝟭𝟮:𝟯𝟬 𝗣𝗠 and wraps up at 𝟭:𝟰𝟱 𝗣𝗠. For 𝗷𝘂𝘀𝘁 $𝟭𝟮, you'll enjoy pool time and take home a 𝗽𝘂𝗺𝗽𝗸𝗶𝗻! Stick around afterward for our 𝗧𝗿𝘂𝗻𝗸 𝗼𝗿 𝗧𝗿𝗲𝗮𝘁 in the AOSC parking lot from 𝟮:𝟬𝟬 𝗣𝗠 𝘁𝗼 𝟮:𝟯𝟬 𝗣𝗠.

REGISTER

 

Annapolis Trunk or Treat

Address: 81c Forest Plaza | Annapolis

Date: October 26th | 3:30-6pm

We ask that each child brings 2 bags of pre-packaged mixed candy to donate to help keep our trunks filled for everyone! This is a kid-focused, friendly, and fun event. We ask that children do not wear blood, gore, or violent costumes and we require all adults to have their faces showing at all times for safety and identification purposes. Thank you for making this event the BEST!

Reserve Your FREE Spot

 

Macaroni Kid Trunk or Treat at Baysox Stadium

Address: 4101 Crain Highway | Bowie, MD 20716

Date: October 26th | 3-6pm

Come join us for a spooktacular evening at Baysox Stadium for our annual Trunk or Treat event! A Halloween Party co-hosted by Macaroni KID Bowie-Crofton-Odenton, Macaroni KID Pasadena, Severna-Park-Glen Burnie, Macaroni KID Annapolis and with the Bowie Baysox! Dress up in your favorite costume and enjoy a safe and fun way to collect treats from decorated tables and tents. There will be games, music, inflatables and plenty of candy for everyone. Don't miss out on this family-friendly Halloween celebration! Rain or Shine! You will be going into the stadium and trick or treating under the concourse!

FREE ADMISSION 

 

Trunk or Treat hosted by TruCentered Chiropractic Care, Strides Therapy and Educational Services, and the Center for Vision Development

Address: TruCentered Chiropractic Care | 2525 Riva Road | Annapolis

Date: October 29th | 4:30-6:30pm

We’re planning an afternoon full of spooky fun for the entire family—music, treats, games, and pumpkin decorating. It's the perfect chance for your little ghouls and goblins to enjoy a safe trick-or-treat experience. Costumes are encouraged but totally optional, so no worries if your family prefers to join us without them—just come ready for fun!

RSVP Today to secure your spot and let us know if you'll be decorating your trunk!

 

Halloween Trunk or Treat at the Glen Burnie Library

Address: Glen Burnie Library | 1010 Eastway | Glen Burnie

Date: October 30th | 4-6pm

Come in costume and visit the different cars and tables decorated by partners and Library Staff for a Spook-tacular trick or treat experience!  There will be treats, crafts, games and more! Participants are invited to bring a canned good/nonperishable item for a local food pantry and donations will be collected at the event. Happy Halloween!

 

Trick or Treat at the Annapolis Mall

Address: 2002 Annapolis Mall Road | Annapolis

Date: October 31st | 4-7pm

Annapolis Mall transforms into a Halloween haven on Thursday, October 31, 4-7 PM! Join us for safe, dry indoor trick-or-treating, start at Discoveries to decorate treat bags, and collect goodies from mall retailers. We can't wait to see your boo-tiful costumes!

What's your family's favorite fall activity?

I'm constantly updating this list so check back for updates! If we’re missing your favorite indoor activity, email it to me at [email protected].

Happy Fall + have fun! 

 

Do you LOVE this guide? Check out my other guides HERE, including the Indoor Activities Guide + The Local Moms Network Ultimate Baby Guide

What Is Happening Around Anne Arundel Moms

Meet Henry Jager

Meet Henry Jager

Meet Henry Jager, an Annapolis native, a girl dad of 3, and the proud founder of Pherm Brewing! Henry shares how he got into brewing beer, advice for other dads, and the biggest lessons he’s learned from his kids, reminding us that nothing worthwhile comes easy, everything goes by fast, and sometimes the best way to get through it all is by turning even the chores into a game!