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Happy Hours, Nightlife & Entertainment

Enjoy happy hour at one of our fun, friendly neighborhood bars where you’ll feel right at home as soon as you walk in. Our bars offer a great selection of beer, wine, and cocktails. Mix and mingle while you enjoy good drinks and good times with visitors and locals alike. There’s always a great neighborhood bar wherever you decide to stay. Check one out today.

Our nightlife rocks! Whether you want to listen to a local live band or a nationally-acclaimed musical or comedy act at Rams Head On Stage, you'll find plenty of hot nightspots here. Put on your dancing shoes! Check one out tonight.

49 West Coffeehouse
Voted #1 in Annapolis out of the 100 Best Restaurants in Washington & Baltimore. The flavor of Europe with the hospitality of the Chesapeake and sophistication reminiscent of a French country inn. Call for parties or for catering.

Acme Bar & Grill Annapolis
Think Globally, Drink Locally.....

Azure
Explore your taste buds with Azure’s eclectic cuisine. Located inside The Westin Annapolis, Azure is the new feel of Annapolis with its contemporary décor, relaxed atmosphere and complimentary wireless internet.

Boatyard Bar & Grill
Sail Magazine - "One of the World's Top Sailing Bars." Where local sailors, fishermen and lovers of the Chesapeake enjoy pint drinksand great crabcakes. Fresh seafood specials daily, steaks. Weekend brunch. Kids welcome.

Champions Sports Bar
Don’t miss a second of the action at the newly renovated Champions Sports Bar Restaurant. We areOpen for lunch and dinner. Our Sports lounge offers American cuisine and is an exciting sports themed experience.

Fado Irish Pub & Restaurant
Fado' Annapolis is a full service Irish restaurant featuring brunch, lunch, dinner, and catering menus perfect for corporate or private functions.

Federal House Bar & Grille
Located in Historic Annapolis, we offer casual dining for lunch and dinner with an extraordinary array of tap beer and cocktails. Reserve our Anapolitan room for your private functions.

Harry Browne's
A captivating historic restaurant/lounge featuring our new State Circle Grill Room and unique wine cellar. Lavish lunches, divine dinners and sumptuous Sunday brunch. Cuisine: Continental, Seafood. Catering.

John Barry Restaurant and Bar, The
Enjoy great food in a relaxed and friendly environment. Menu features local favorites and Irish specialties. Daily happy hour specials! Located in the O' Callaghan Annapolis Hotel.

Level Small Plates Lounge
Level is a locally sourced small plates restaurant and cocktail bar. OUr food is global and regional Chesapeake designed to be shared. Eat, Drink Socialize

McGarvey's Saloon & Oyster Bar
Full menu available to 1am all week long. Mon-Sat 11:30am to 2am. Sundays open for Brunch 10am. Traditional saloon and oyster bar. Home of Aviator's Beer. Cuisine: Seafood, American, Steaks. Full menu available to 1am all week long. Mon-Sat 11:30am to 2am. Sundays open for Brunch 10am. Traditional saloon and oyster bar. Let us help make your wedding memorable. Perfect for rehearsal dinners.

Medieval Times Dinner and Tournament
Travel through the mists of time to a forgotten age and tale of devotion, courage and love - at Medieval Times Dinner Tournament. Group rates available. The new show features heroic knights on spirited horses, astonding athletic feats and thrilling sword play - all against an exhilarating backdrop of brilliant lights and a sweeping new musical score.

Middleton Tavern
Enjoy traditional Maryland fare in an 18th-century setting on historic City Dock. Sidewalk cafe, raw bar, fireside dining. World-famous Oyster Shooter. Live entertainment nightly. Banquet facilities.

O'Brien's Oyster Bar & Restaurant
Located at the foot of Main Street, offering imaginative seafood dishes and nouveau American cuisine. Dancing and live entertainment nightly. Private full-service banquet facilities available.

OB'S Prime
OB's Prime, a classic American tradition in the finest sense. Our new establishment will take you back to when fine dining was romantic, with an atmosphere of timeless elegance

Pusser's Caribbean Restaurant
Experience the only dockside eating in Annapolis! With tropical, nautical décor Pusser's offers Chesapeake favorites, a "taste of the Caribbean," and its world-famous " Painkillers" all right on the harbor

Rams Head Tavern
An Annapolis landmark since 1989! Enjoy casual dining on our wisteria covered patio, our English style pub or our remodeled dining room with fireplace. Best Happy Hour! 100+ beers on site!

Rose Restaurant
At the Comfort Inn BWI, the Rose Restaurant offers breakfast, lunch and dinner. Great location, excellent service! Live entertainment Friday and Saturday nights. Perfect for groups and special events.

The Rockfish Restaurant & Raw Bar
Minutes away from Annapolis’ City Dock by foot, car, or boat, The Rockfish features quality food and beverage in a casual yet elegant setting. Ample parking for over 200 guests.

Yellowfin Steak & Fish House
Located on the scenic South River in Annapolis. Serving fresh seafood, steaks and chops. Enjoy stunning sunsets in a contemporary setting. Private waterfront catering facilities. Sunday Brunch.

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