Guidebook for Annapolis
Food Scene
This is our FAVORITE brunch spot in Annapolis. There is typically a wait on weekends, so it's best to get there early or prepare to put your name in and walk around downtown for a bit. It's worth it!
104 locals recommend
Iron Rooster - Annapolis
12 Market SpaceThis is our FAVORITE brunch spot in Annapolis. There is typically a wait on weekends, so it's best to get there early or prepare to put your name in and walk around downtown for a bit. It's worth it!
Another one of our favorite brunch spots, and parking is a lot easier here than downtown. It's super laid back - their servers work in pajamas - and the food is great.
23 locals recommend
Grump's Cafe
117 Hillsmere DrAnother one of our favorite brunch spots, and parking is a lot easier here than downtown. It's super laid back - their servers work in pajamas - and the food is great.
Great for small plates and wine. Make a reservation as early as possible if you can - there can be a very long wait!
126 locals recommend
Vin 909 Winecafe
909 Bay Ridge AveGreat for small plates and wine. Make a reservation as early as possible if you can - there can be a very long wait!
Really great food/vibe for breakfast, lunch, dinner or drinks. They often have live music in the evenings.
22 locals recommend
49 West Coffeehouse, Winebar & Gallery
49 West StReally great food/vibe for breakfast, lunch, dinner or drinks. They often have live music in the evenings.
Amazing oysters and wonderful service. This place can also be busy!
33 locals recommend
Sailor Oyster Bar
196 West StAmazing oysters and wonderful service. This place can also be busy!
Our go-to for outdoor dining as they have a beautiful back patio that is gated (great for families and big parties).
109 locals recommend
Rams Head Tavern Annapolis
33 West StOur go-to for outdoor dining as they have a beautiful back patio that is gated (great for families and big parties).
Essentials
A nice grocery store not too far from our house. We find the produce to be higher quality than Safeway, and the staff is very friendly.
45 locals recommend
Graul's Market Annapolis
607 Taylor AveA nice grocery store not too far from our house. We find the produce to be higher quality than Safeway, and the staff is very friendly.
A little further from the house than Grauls, this chain grocery is one of our favorites for great produce and prices!
30 locals recommend
Trader Joe's
Jennifer RoadA little further from the house than Grauls, this chain grocery is one of our favorites for great produce and prices!
Drinks & Nightlife
This is our favorite bar in town, and it's not too far from the house. They have food as well, and will often have live music on the weekends.
16 locals recommend
Stan & Joe's Saloon West
37 West StThis is our favorite bar in town, and it's not too far from the house. They have food as well, and will often have live music on the weekends.
Our favorite pub in town! The vibe is super laid back as this is where all the locals in Eastport hang out. Beers are decently priced and their crab pretzels are AMAZING!
95 locals recommend
Davis's Pub
400 Chester AveOur favorite pub in town! The vibe is super laid back as this is where all the locals in Eastport hang out. Beers are decently priced and their crab pretzels are AMAZING!
If you're planning to be downtown, this is a great place to go for food/drinks. Try their oyster and/or shrimp shooters! They often have live music on the weekends, including a piano bar upstairs.
34 locals recommend
Middleton Tavern
2 Market SpaceIf you're planning to be downtown, this is a great place to go for food/drinks. Try their oyster and/or shrimp shooters! They often have live music on the weekends, including a piano bar upstairs.