Guidebook for Annapolis
Food Scene
on the water in downtown Annapolis. "Go to" restaurant for locals and visitors for relaxed dining and people watching.
47 locals recommend
Pusser's Caribbean Grille
80 Compromise Streeton the water in downtown Annapolis. "Go to" restaurant for locals and visitors for relaxed dining and people watching.
Boatyard Bar & Grill
400 Fourth Stjust over the bridge in Eastport. Kid friendly. great food!
my FAVORITE place for a glass of wine and grilled Caesar salad. Located in the heart of downtown Annapolis
36 locals recommend
Red Red Wine Bar
189 B Main Stmy FAVORITE place for a glass of wine and grilled Caesar salad. Located in the heart of downtown Annapolis
THE BEST restaurant in Annapolis. husband and wife team of Jeremy and Michelle Hoffman, two Culinary Institute of America grads continually refresh food and drink menus with ingredients from local farms. They don't take reservations, so I put my name on the wait list and have a glass of Lambrusco at Red Red Wine bar while I wait.
38 locals recommend
Preserve
164 Main StTHE BEST restaurant in Annapolis. husband and wife team of Jeremy and Michelle Hoffman, two Culinary Institute of America grads continually refresh food and drink menus with ingredients from local farms. They don't take reservations, so I put my name on the wait list and have a glass of Lambrusco at Red Red Wine bar while I wait.
Café Normandie
185 Main StIncredible French cuisine. Great date spot.
Rams Head Roadhouse
1773 Generals HwyCasual kid friendly pub close to the house.
If you don't want to dine in downtown Annapolis, this is a great spot for fresh seafood. Family owned. Kid friendly. outdoor dining on back deck.
27 locals recommend
Lures Bar and Grille
1397 Generals HwyIf you don't want to dine in downtown Annapolis, this is a great spot for fresh seafood. Family owned. Kid friendly. outdoor dining on back deck.
This is a true Italian delicatessen - family owned and operated. Breads are baked daily. Meats and cheeses are fresh and simply the best. ALL signature sandwiches are delicious. Traditional Italian desserts and cakes. They also have a lovely wine selection. Perfect for ordering a picnic lunch to go for enjoying on the beach!
9 locals recommend
Giolitti Delicatessen
2068 Somerville RdThis is a true Italian delicatessen - family owned and operated. Breads are baked daily. Meats and cheeses are fresh and simply the best. ALL signature sandwiches are delicious. Traditional Italian desserts and cakes. They also have a lovely wine selection. Perfect for ordering a picnic lunch to go for enjoying on the beach!
This location is in Eastport -cross the drawbridge and take a left on Severn Road. Great service and delicious steaks and salads.
35 locals recommend
Ruth's Chris Steak House
301 Severn AveThis location is in Eastport -cross the drawbridge and take a left on Severn Road. Great service and delicious steaks and salads.
Arts & Culture
Pirate Adventures on the Chesapeake
311 Third StSuper fun experience for kids and adults.
Shopping
Maryland Avenue
Maryland AvenueGreat shopping for home décor and furnishings on Maryland Ave.
Nice wine selection, fresh bread, homemade mozzarella, and gelato
6 locals recommend
Italian Market & Restaurant
126 Defense HwyNice wine selection, fresh bread, homemade mozzarella, and gelato
Drinks & Nightlife
Dock Street Bar & Grill
136 Dock StFun D.J. tunes late night!
Middleton Tavern is one of my favorite spots in downtown Annapolis. The food is typical and traditional. Great service. Casual environment. There is a wonderful piano bar upstairs and music begins promptly at 9pm Thursday - Saturday. Arrive early to get a seat. This is a favorite spot for locals so it will get crowded. The piano singer is extremely talented and super fun!
34 locals recommend
Middleton Tavern
2 Market Space Middleton Tavern is one of my favorite spots in downtown Annapolis. The food is typical and traditional. Great service. Casual environment. There is a wonderful piano bar upstairs and music begins promptly at 9pm Thursday - Saturday. Arrive early to get a seat. This is a favorite spot for locals so it will get crowded. The piano singer is extremely talented and super fun!
Essentials
Safeway
1781 Forest Drvery close and GREAT for essentials.
Oddly, there are no fresh fish markets in Annapolis so Wholefoods is a great option. I recommend the fresh Tubot if they have it. White - not too flaky - not too fishy.
47 locals recommend
Whole Foods Market
200 Harker PlOddly, there are no fresh fish markets in Annapolis so Wholefoods is a great option. I recommend the fresh Tubot if they have it. White - not too flaky - not too fishy.
Entertainment & Activities
Westfield Annapolis Mall
2002 Annapolis MallNice movie theater
Parks & Nature
Simply a great place for enjoying a picnic, touch football and exploration. Very well maintained playgrounds for young kids. There is a lot of turtle spotting (very large and small) in the waters.
47 locals recommend
Quiet Waters Park Road
Quiet Waters Park RoadSimply a great place for enjoying a picnic, touch football and exploration. Very well maintained playgrounds for young kids. There is a lot of turtle spotting (very large and small) in the waters.