Don’t Tell Comedy Show
Experience a mystery line-up of hilarious comedians at Annapolis' best-kept secret spots. Prepare for an evening full of surprises and side-splitting laughter—shh, it's our little secret! 🤫 Don’t Tell Comedy […]
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Family
Events
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Cars & Coffee
Annapolis Harbour Center 2512 A Solomons Island Road, Annapolis, MD, United StatesEvery Sunday, year-round enthusiasts of all makes and models gather to chat and enjoy each other’s cars.
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Anne Arundel County Farmers Market
Anne Arundel County Farmers Market 275 Harry S. Truman Pkwy, Annapolis, MD, United StatesThe Anne Arundel County Farmers' Market features products from local farmers, producers, and artisans year-round at our Annapolis, Maryland venue. Located at the intersection of Harry Truman Parkway and Riva Rd.
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Fairy House Festival
Quiet Waters Park 600 Quiet Waters Park Road, Annapolis, MD, United StatesFairy-inspired costumes are welcome and encouraged!
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Honey’s Harvest Farm First Sunday Market
Our vendors provide all your household staples from all organic, fresh produce, pasture-raised meat, wild-caught seafood, natural soap, wine, craft brew, spirits, jewelry, and so much more!
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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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First Sunday Arts Festival 2026
Annapolis Annapolis, MD, United StatesThe first Sunday of the month West St. and Calvert Street is closed for a family friendly festival with over 150 vendors, food trucks, live music and cafe dining at 7 fabulous restaurants.
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Homestead Gardens Beer Farm
Homestead Gardens - Davidsonville 743 W Central Ave, Davidsonville, MD, United StatesOur state-of-the-art ten-barrel brewery and inviting TapRoom, featuring both indoor and outdoor seating, provide the perfect setting for relaxation and connection.
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Expressions of Love: Annapolis Opera in the Paca Garden
William Paca House and Garden 186 Prince George St, Annapolis, MD, United StatesThrough a blend of solos and duets, this musical jouney unfolds as in a celebration of connection, storytelling, and the joy of voices coming together in song.
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Fairy House Festival
Quiet Waters Park 600 Quiet Waters Park Road, Annapolis, MD, United StatesFairy-inspired costumes are welcome and encouraged!