Guidebook for Annapolis
Drinks & Nightlife
Extensive craft beer and spirits list, excellent gastropub food, live music.
44 locals recommend
Fox's Den
179B Main StExtensive craft beer and spirits list, excellent gastropub food, live music.
Longtime sailor's bar in Eastport, known for oysters, crab cakes, and other fresh local seafood. Great spot to meet the locals and enjoy a few drinks. Outdoor seating in good weather!
127 locals recommend
Boatyard Bar & Grill
400 Fourth StLongtime sailor's bar in Eastport, known for oysters, crab cakes, and other fresh local seafood. Great spot to meet the locals and enjoy a few drinks. Outdoor seating in good weather!
Intimate vibe- great for date night or out with friends. Delicious cheese menu in addition to a book of wine. Bartenders/waitstaff are very knowledgeable.
36 locals recommend
Red Red Wine Bar
189 B Main StIntimate vibe- great for date night or out with friends. Delicious cheese menu in addition to a book of wine. Bartenders/waitstaff are very knowledgeable.
Food Scene
Most popular restaurant in Annapolis! Seasonal, locally-sourced menu, wonderful wine list for every price range, impeccable service every time.
126 locals recommend
Vin 909 Winecafe
909 Bay Ridge AveMost popular restaurant in Annapolis! Seasonal, locally-sourced menu, wonderful wine list for every price range, impeccable service every time.
Huge (delicious) menu with options ranging from a Thai-inspired quesadilla to good old fried chicken, to steak au poivre. Great service, open all day, and they do a great brunch!
15 locals recommend
Main & Market
914 Bay Ridge RdHuge (delicious) menu with options ranging from a Thai-inspired quesadilla to good old fried chicken, to steak au poivre. Great service, open all day, and they do a great brunch!
Parks & Nature
Many trails for walking, running, hiking, and biking. Ice skating rink open in the winter, and the art gallery located at the events center. Water access and rentals for kayaks and stand-up paddleboards.
8 locals recommend
Quiet Waters Park Road
Quiet Waters Park RoadMany trails for walking, running, hiking, and biking. Ice skating rink open in the winter, and the art gallery located at the events center. Water access and rentals for kayaks and stand-up paddleboards.
Arts & Culture
Maryland State House gives free tours, and several other historic homes and sites located nearby.
State Circle
State CircleMaryland State House gives free tours, and several other historic homes and sites located nearby.
Essentials
Giant Food
13 Lee Airpark DrTrader Joe's
Jennifer RoadWhole Foods Market
200 Harker PlCVS Pharmacy
3100 14th St NWEverything Else
Awesome local farmer's market (covered) featuring produce, seafood, meats, lots of organic items, and also craft vendors.
Riva Rd. at Farmers Market station
Awesome local farmer's market (covered) featuring produce, seafood, meats, lots of organic items, and also craft vendors.