Homestead Gardens Beer Farm
Welcome to the Beer Farm at Homestead Gardens, a unique collaboration with Brookeville Beer Farm. This partnership unites two farming families to create a community-focused haven where friends and neighbors …
Bags, Bingo & Bourbon
Don’t miss Bags, Bingo & Bourbon! Come out and have a fun night supporting a great cause! There will be designer purses, bottles of bourbon, pull tabs, basket and silent …
The Moonshiners Ball
The Moonshiners Ball is a cocktail party. As a fundraising event for the Anne Arundel County SPCA, we celebrate the anniversary of the repeal of Prohibition. We have a right …
NFL Sunday Specials
Don’t pass on this party! Every Sunday during the NFL season, starting at 1:00 pm, enjoy these specials: $5 Fordham & Dominion Drafts $18 Domestic Buckets (Bud, Bud Light, Mich Ultra, …
Naptown Vinyl Record Show & Vintage Market
Hosted by Maryland Hall, Naptown Vinyl & Vintage is Annapolis’ premier record shopping opportunity. Come dig through hundreds of crates to find that hidden gem you have been looking for. The …
Barktoberfest
Who let the dogs out, again?! Join us for the third Barktoberfest with steins and canines as we celebrate German-style beer, bavarian food, and pawesome four-legged friends. Get your tickets …
Bourbonanza
Don’t miss Bourbonanza! This is an unlimited sampling event. Only ticketed guests will be admitted. 30+ bourbons to sample including: Bourbon cocktails Blind taste tests Bourbon Tail Mix Snack Bar …
Sip & Shop!
In collaboration with our restaurant, Grapes Wine Bar, we are hosting our Bi-Annual Sip & Shop evening event! Stop by anytime between 4:30 pm – 7:30 pm to shop through …
Taste of Fall on West Street
Fall is in the air on Annapolis’ historic West Street. On Sunday, November 9, 2025 from 2:00 pm – 5:00 pm, join us for a fun community dining event. Enjoy …
Oktoberfest
The most anticipated event of the season—Oktoberfest 2025 in West Annapolis!Craft RaR beer will be flowing, provided by our dear friends and neighbors at Chessie’s Wharf. • 100+ amazing vendors• …