Guidebook for Annapolis
Food Scene
Here are just a few of our recommended spots to get a bite to eat around Annapolis!
Best crab cakes in town; off the beaten track; fun vibe
3 minute walk from the house (0.2 mi)
60 locals recommend
The Point Crab House & Grill
700 Mill Creek RdBest crab cakes in town; off the beaten track; fun vibe
3 minute walk from the house (0.2 mi)
Best views in town on the deck facing the Naval Academy ; perfect for a cocktail at sunset
28 locals recommend
Severn Inn
1993 Baltimore Annapolis BlvdBest views in town on the deck facing the Naval Academy ; perfect for a cocktail at sunset
Evelyn's
26 Annapolis StLocals' favorite breakfast and lunch place
Cantler's Riverside Inn
458 Forest Beach RdMaryland crabs without pretension!
Bean Rush Café
112 Annapolis StLocal coffee shop with organic, fresh breakfast and lunch choices
Fresh, really good tacos and tequilas in a modern space in downtown Annapolis
39 locals recommend
Vida Taco Bar
200 Main StFresh, really good tacos and tequilas in a modern space in downtown Annapolis
Level a small plates lounge
69 West StGreat small plates fare and best cocktails
Fun vibe, frequent live music. Bar and restaurant in Eastport, just 1/4 mile from Main Street
58 locals recommend
Blackwall Hitch
400 6th StFun vibe, frequent live music. Bar and restaurant in Eastport, just 1/4 mile from Main Street
Boatyard Bar & Grill
400 Fourth StGood for families, casual fare in Eastport
Off the beaten track, fresh food in a casual place. A locals' favorite!
28 locals recommend
Eastport Kitchen
923 Chesapeake AveOff the beaten track, fresh food in a casual place. A locals' favorite!
Right downtown, this space has recently been nicely renovated; has eateries, a craft beer bar and some market essentials.
15 locals recommend
Market House
25 Market SpaceRight downtown, this space has recently been nicely renovated; has eateries, a craft beer bar and some market essentials.
You would never know this place is there, but it's on Main St, with a somewhat hidden entrance that takes you down stairs. Good craft beers/oven-fired pizzas!
44 locals recommend
Fox's Den
179B Main StYou would never know this place is there, but it's on Main St, with a somewhat hidden entrance that takes you down stairs. Good craft beers/oven-fired pizzas!
Sightseeing
Oldest continually operating State House in the USA. Was briefly our country's capitol building. Really beautiful inside with lots of interesting rooms/exhibits. Easy to do for a short tour.
81 locals recommend
Maryland State House
100 State CirOldest continually operating State House in the USA. Was briefly our country's capitol building. Really beautiful inside with lots of interesting rooms/exhibits. Easy to do for a short tour.
Maryland World War II Memorial
1920 Governor Ritchie HighwayBeautiful view of the Severn River and USNA
Historical home of local revolutionary-era politician/businessman, William Paca.
51 locals recommend
William Paca House & Garden
186 Prince George StHistorical home of local revolutionary-era politician/businessman, William Paca.
Essentials
Safeway
1451 Ritchie HwyGraul's Market Annapolis
607 Taylor AveCheers & Spirits Beer, Wine & More
1460 Ritchie HwyLiquor Store
This drug store has an amazing selection of beer/wine/liquor in the rear end of the store
23 locals recommend
Walgreens
609 Taylor AveThis drug store has an amazing selection of beer/wine/liquor in the rear end of the store
Closest grocery store ( 3.5 miles) within a convenient shopping strip
10 locals recommend
Green Valley Market Place
1238 Bay Dale DrClosest grocery store ( 3.5 miles) within a convenient shopping strip
Entertainment & Activities
Capital SUP
655 Edgewood RdFun place to rent kayaks/ SUP's and paddle around downtown Annapolis
Pirate Adventures on the Chesapeake
311 Third StFun outing on the water with children!
Concerts, comedians, various touring musicians. Small venue, great for a night out.
22 locals recommend
Rams Head On Stage
33 West StConcerts, comedians, various touring musicians. Small venue, great for a night out.
Parks & Nature
Nice trail for walking/biking. Goes from Annapolis all the way to Baltimore.
Baltimore-Annapolis Trail End
Baltimore and Annapolis TrailNice trail for walking/biking. Goes from Annapolis all the way to Baltimore.
Large state park on the Chesapeake Bay, looking toward the Bay Bridge. Beach, swimming, picnic areas, playgrounds.
99 locals recommend
Sandy Point State Park
1100 E College PkwyLarge state park on the Chesapeake Bay, looking toward the Bay Bridge. Beach, swimming, picnic areas, playgrounds.
Nice county park with water views, dog park, playgrounds, picnic areas, kayak/SUP rentals
126 locals recommend
Quiet Waters Park
600 Quiet Waters Park RdNice county park with water views, dog park, playgrounds, picnic areas, kayak/SUP rentals
Arts & Culture
William Paca House & Garden
186 Prince George StColonial house and gardens
Drinks & Nightlife
Small but very good music venue; great patio out back for outdoor dining
109 locals recommend
Rams Head Tavern Annapolis
33 West StSmall but very good music venue; great patio out back for outdoor dining
Red Red Wine Bar
189 B Main StNot a winery, but a fun winebar on Main Street in Downtown.
Best wine selection in town, with great small plates. Not downtown, but has easy parking and an outdoor space.
10 locals recommend
Grapes Wine Bar of Annapolis
1410 Forest DrBest wine selection in town, with great small plates. Not downtown, but has easy parking and an outdoor space.
DRY 85
193 B Main StWhiskey bar/good drinks on Main St.