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Best Cozy Restaurants in Annapolis

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20 restaurants available nearby

A photo of Luna Blu - Annapolis restaurant
1. Luna Blu - Annapolis
4.8
Exceptional(2414)
Price: Moderate
• Italian • Annapolis
Booked 15 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 Acqua al 2 - Annapolis restaurant
2. Acqua al 2 - Annapolis
4.8
Exceptional(798)
Price: Expensive
• Italian • Annapolis
Booked 33 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 Rams Head Tavern - Annapolis restaurant
3. Rams Head Tavern - Annapolis
4.3
Awesome(1675)
Price: Moderate
• American • Annapolis
Booked 9 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 Osteria 177 restaurant
4. Osteria 177
4.9
Exceptional(3444)
Price: Expensive
• Italian • Annapolis
Booked 21 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 Fox's Den restaurant
5. Fox's Den
4.8
Exceptional(302)
Price: Moderate
• Gastro Pub • Annapolis
Booked 3 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 Level Small Plates Lounge restaurant
6. Level Small Plates Lounge
4.7
Exceptional(2225)
Price: Moderate
• American • Annapolis
Booked 7 times today
Level was established as a locals first atmosphere with welcoming attitudes to all. Our cocktails are all handcrafted with fresh juices, mixes, and garnishes. One of the many things that makes us unique is our ability and commitment to source as many fresh ingredients locally from the State of Maryland and surrounding markets. We are dedicated to supporting the area small businesses, watermen, farmers, and the environment on a local and global level. Our small plates style of dining encourages this sense of community and sharing. Level is located on the second block of West Street known as the Arts District.
A photo of Cafe Normandie restaurant
7. Cafe Normandie
4.6
Exceptional(2573)
Price: Moderate
• French • Annapolis
Booked 14 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.
A photo of Red Red Wine Bar restaurant
8. Red Red Wine Bar
3.8
Excellent(79)
Price: Expensive
• Contemporary American • Annapolis
Booked 5 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 Harold Black - Annapolis restaurant
9. Harold Black - Annapolis
4.2
Awesome(66)
Price: Moderate
• Italian • Annapolis
Booked 8 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 Lewnes' SteakHouse restaurant
10. Lewnes' SteakHouse
4.9
Exceptional(3549)
Price: Very Expensive
• Steakhouse • Annapolis
Booked 37 times today
The Lewnes family has been in the food business since 1921. Lewnes' Steakhouse opened in 1994, specializing in USDA prime beef and exquisite seafood dishes. With its high back booths, low-lit ambiance and a waitstaff that is dedicated to first class service, Lewnes' is the premier spot for special occasions or private dining. Lewnes' boasts a Wine Spectator "Best of Award of Excellence" award winning wine list with over 450 wine selections to pair with your meal.

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See what locals rave about

From verified diners like you
From verified diners like you
  • Skipvip
    Baltimore / Maryland •72 reviews
    5.0
    Dined 3 days ago
    Enjoyable pre-concert dinner on very festive West St. Menu offers so many choices as well as the flexibility to match a favorite sauce to an entree if you wish. We love the trademark outstanding service too!
    More info
    Luna Blu - AnnapolisPrice: Moderate• Italian• Annapolis
    •
    4.8
  • J Richter
    Baltimore / Maryland •6 reviews
    5.0
    Dined 3 days ago
    We have always tried to dine at Osteria when we are in Annapolis. The food is prepared perfectly and the service is excellent. we usually have Dimitri as our server and as he is a certified sommelier he always has an excellent and affordable suggestion for wine pairings. This is a must-do restaurant.
    More info
    Osteria 177Price: Expensive• Italian• Annapolis
    •
    4.9
  • Philip
    Baltimore / Maryland •4 reviews
    4.0
    Dined 3 days ago
    The Amaroni was the worst I have ever tasted; I don't know why any restaurant would have this particular brand on their wine list.
    More info
    Acqua al 2 - AnnapolisPrice: Expensive• Italian• Annapolis
    •
    4.8
  • Suzanne
    Baltimore / Maryland •3 reviews
    5.0
    Dined 7 days ago
    Ate dinner at the Rams Head Tavern prior to a show at the Rams Head On Stage. The dinner was not fancy or elegant, but it was perfect for a pre-show meal. I didn't feel stuffed, or uncomfortably full. There was a 10% discount since it was a pre-show reservation, and if you use Gotts Garage a QR code is provided for a discount on parking fees. AND, as a long-time Annapolitan and semi-frequent customer, I do believe the Rams Head Tavern has lowered their dinner prices post pandemic!
    More info
    Rams Head Tavern - AnnapolisPrice: Moderate• American• Annapolis
    •
    4.3
  • Matthew
    Washington, D.C. Area •7 reviews
    4.0
    Dined on Nov 1, 2024
    Food and drinks fantastic! Way too loud to have a conversation.
    More info
    Fox's DenPrice: Moderate• Gastro Pub• Annapolis
    •
    4.8

Discover best cozy restaurants in Annapolis

Discover the charm of cozy dining in Baltimore, Maryland, and the Greater Annapolis area, where a variety of restaurants offer warm, inviting atmospheres perfect for a relaxing meal. These eateries feature intimate settings that create the ideal environment for both casual and special occasions. From rustic decor to soft lighting, each establishment reflects a commitment to creating a snug and welcoming experience that complements their culinary offerings. The dining scene in this region is renowned for its diverse and vibrant offerings, catering to a range of tastes and preferences. Whether you're in the mood for a hearty, comfort meal or a delicate, gourmet feast, you'll find a spot that perfectly suits your desires for a cozy dining experience. Each restaurant prioritizes high-quality service, ensuring a memorable and satisfying visit. Explore these culinary gems for a truly intimate and delightful dining adventure in the heart of Maryland.

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