FREE Car Show + Live Music
The Boathouse at Anchored Inn 604 Cabana Blvd, Deale, United StatesBring your classic, hot rod, muscle car, truck, motorcycle — or just come walk around and check them all out. Live music: 5–8 PM!
10 events found.
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*Please note – While we 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 that we can correct them. Thanks for your help!
Events
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Dinner Under the Stars 2026
Annapolis Annapolis, MD, United StatesEnjoy cafe dining from fabulous restaurants, live music and dancing in the street every Wednesday evening 5-10pm May 20th thru September 30th. Saturday night concerts one night per month. Bring a lawn chair and enjoy a FREE concert each night!
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Anne Arundel County Fair
Anne Arundel County Fairgrounds 1450 Generals Hwy, Crownsville, MD, United StatesMark your calendars for September 16–20 and come join the fun!
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Anne Arundel County Fair
Anne Arundel County Fairgrounds 1450 Generals Hwy, Crownsville, MD, United StatesMark your calendars for September 16–20 and come join the fun!
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Anne Arundel County Fall Wee Sale 2026
Benfield Sportscenter 1031 Benfield Blvd, Millersville, MD, United StatesWee-Sale is a seasonal Mega pop-up consignment sale in Maryland. We have over 500 local families that get together and consign their items together.
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Creek Critters Nature Walk
The Chesapeake Children's Museum 25 Silopanna Road, Annapolis, MD, United StatesGuided walk to look for seasonal changes in the plants and animals in the woodlands and creek outside Chesapeake Children's Museum. Price includes museum admission.
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The Resin Room DIY Glass + Wood Resin Art
The Resin Room 209 West Street, Annapolis, United StatesDIY Workshops in Glass & Wood Resin Art. Wed-Sun, various times. By appointment - Book Online.
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The Glen Burnie Farmers Market
Glen Burnie Town Center 103 Crain Hwy, Glen BurnieThe market will take place weekly every Thursday from June 4 through September 24.
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Anne Arundel County Fair
Anne Arundel County Fairgrounds 1450 Generals Hwy, Crownsville, MD, United StatesMark your calendars for September 16–20 and come join the fun!
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Food Truck Fridays
Join us every Friday evening from 4–8 PM for Food Truck Fridays in Annapolis! With 12+ food trucks serving up an amazing variety of cuisine, free admission, and fun for all ages, this is the can't-miss weekly event of the season.