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Restaurants near Historic Inns of Annapolis

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21 restaurants available nearby

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A photo of The Choptank - Annapolis restaurant
1. The Choptank - Annapolis
4.6
Exceptional(1523)
Price: Expensive
• Seafood • Annapolis
Booked 71 times today
Local Chesapeake Seafood and Crabhouse featuring live entertainment, craft cocktails, carefully curated wine list, and the best scenic view of the Chesapeake in the region!
A photo of Acqua al 2 - Annapolis restaurant
2. Acqua al 2 - Annapolis
4.7
Exceptional(874)
Price: Expensive
• Italian • Annapolis
Booked 37 times today
Located in the heart of Annapolis, Acqua al 2 offers an authentic Tuscan dining experience. Featuring a wide array of vegetarian pasta, hand-carved steaks, and fresh seafood, as well as an extensive Italian wine list, Acqua is perfect for a celebratory dinner, an intimate date night, or a low key get-together with friends.
A photo of Osteria 177 restaurant
3. Osteria 177
4.9
Exceptional(3513)
Price: Expensive
• Italian • Annapolis
Booked 31 times today
Osteria 177 is the ultimate expression of an Italian tavern where the main attraction is imported delicacies of one-of-a-kind food and wine. Adorned by barreled wine, an Osteria would never lack the sought out local specialties, spices, cheeses, fish or meats. It was here that many people tried to alleviate life's stresses by numbering themselves with good food, good wine, and good company. The owner/chef of the Osteria would take the utmost pride in stocking these praised elements as the basis for mouthwatering meals, a delicious dance-for-all of the five senses. This is the basis for Osteria 177.
A photo of Red Red Wine Bar restaurant
4. Red Red Wine Bar
4.6
Exceptional(94)
Price: Expensive
• Contemporary American • Annapolis
Booked 4 times today
Casual contemporary American made-from-scratch cuisine focused on seasonal entrées, house-made pizzas, cheese and charcuterie boards. Extensive wines by the glass program with something for everyone including local, craft beer and seasonal craft cocktails. A cozy, Bohemian haunt where you and your crew can get away from it all or enjoy one of the biggest outdoor dining patios in downtown Annapolis.
A photo of Fox's Den restaurant
5. Fox's Den
4.7
Exceptional(318)
Price: Moderate
• Gastro Pub • Annapolis
Booked 2 times today
An american craft Gastropub concentrating on local and small batch beers, whiskey, spirits and hand crafted cocktails along with a brick oven menu with Wood Fired Pizza, shareable items, and small plates. *Please note for online wait listed reservations do have a 5-10 min time frame to arrive for your reservation to be sat*
A photo of Harold Black - Annapolis restaurant
6. Harold Black - Annapolis
4.6
Exceptional(71)
Price: Moderate
• Italian • Annapolis
Booked 5 times today
Harold Black is a warm, intimate bar that is quiet enough to hear your conversation yet lively enough to keep you talking. A list of house cocktails gives you a range of options, additionally, the bartenders are ready to work their magic if you have something else in mind. Harold Black serves a light-fare menu with a selection of cured meats, cheeses and desserts. Please be aware of a few house rules: 1. We look forward to having you join us and are happy to hold your table for up to fifteen minutes. 2. Your booking reserves your seats for 2 hours. 3. Due to our small size we cannot guarantee booth seating. 4. Our maximum party size is six people, no exceptions, and unfortunately we cannot book multiple tables for one group. 5. Given that Harlod Black is a cocktail bar, the age requirement for entering is 21. To buy out Harold Black for a private event or book our private dining room, please email events@haroldblack.com.
A photo of Rams Head Tavern - Annapolis restaurant
7. Rams Head Tavern - Annapolis
4.3
Awesome(1707)
Price: Moderate
• American • Annapolis
Booked 25 times today
For over 30 years, Rams Head has been an award-winning favorite serving creative tavern fare. Rams Head offers an outstanding happy hour, a legendary beer selection, and extraordinary live music 7 nights a week. Whether in one of the cozy dining rooms, the historic pub, or on the Wisteria-covered patio, you'll see why so many Annapolitans consider Rams Head their second home. .We do not accept reservations for outdoor dining. Have tickets to a show at Rams Head On Stage? If taking advantage of our FREE Premium On Stage Experience, please make note in the 'special request' section while making your reservation.
A photo of Luna Blu - Annapolis restaurant
8. Luna Blu - Annapolis
4.8
Exceptional(2463)
Price: Moderate
• Italian • Annapolis
Booked 18 times today
We opened in 2001 on the new up & coming hot spot of Inner West Street. We have grown into a neighborhood favorite among locals & tourists. Our cozy dining room with murals of the Amafi Coast is the perfect place for a date night or for making memories with friends & family. Offering innovative Italian fare prepared with a personal touch & the freshest local ingredients. All menu items are prepared fresh to order, this allows us to be very accommodating to food allergies. We have many options for vegans, pescatarians and gluten free diners.Wednesday & Saturday from May - Sept on West Street's 1st block we hold Dinner Under the Stars. All of the restaurants put tables & chairs under a light canopy, there is live music and dancing. We offer a 4 course special nightly, 1/2 priced bottle of we every Wednesday, Pizza & Wine pairing Tuesday & Thursday nights & bi weelky wine dinners.View our events & specials www.lunabluofannapolis.com Thanks for supporting local business!
A photo of O'Brien's Oyster Bar & Seafood Tavern restaurant
9. O'Brien's Oyster Bar & Seafood Tavern
4.3
Awesome(454)
Price: Moderate
• Seafood • Annapolis
Booked 4 times today
We take pride in offering honest local Chesapeake cuisine in a comfortable setting. Our bar is legendary and well known in the boating and Naval Academy community. Our full menu is available until 10pm and we offer a late pub menu till closing. Check our calendar for after dinner music and entertainment.
A photo of Cafe Normandie restaurant
10. Cafe Normandie
4.4
Awesome(2632)
Price: Moderate
• French • Annapolis
Booked 13 times today
Consistently voted "Most Romantic" restaurant, Cafe Normandie combines French cuisine with local Maryland specialities. A family business, we have been located in Historic Annapolis for 35 years.

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