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Best Fun Restaurants in Annapolis

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23 restaurants available nearby

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A photo of Acqua al 2 - Annapolis restaurant
4.7
Exceptional(927)
Price: Expensive
• Italian • Annapolis
Booked 35 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 Carpaccio Tuscan Kitchen restaurant
4.7
Exceptional(2397)
Price: Moderate
• Italian • Annapolis
Booked 31 times today
Comfortable, yet Sophisticated. CARPACCIO offers more than just a menu of authentic Italian specialties. Revel in our uptown ambiance indoors or out while you savor the perfectly portioned and exquisitely flavored pastas, pizzas, meats and seafood dishes. Experience downtown Annapolis on our fountain view patio and comfortably enjoy observing the passersby. Whether you’re meeting a friend for an appetizer and glass of wine or celebrating a family or corporate event, Carpaccio Tuscan Kitchen & Wine Bar combines flavour, service, authenticity, ambiance & style to bring you all the best that Italy has to offer.
A photo of Sette Osteria restaurant
4.3
Awesome(1663)
Price: Moderate
• Italian • Dupont Circle
Booked 18 times today
Sette, meaning seven in Italian for that extra luck, is your spot for a fusion of comfort and traditional Italian vibes. Beyond a restaurant, Sette Osteria is a destination for locals and wanderers alike. Our decor is all about people, featuring an open kitchen with a wood-fired pizza station and views of vibrant Connecticut Avenue and R Streets. It's inviting, sophisticated, and buzzing with an international flair.Dive into our $20 Bottomless Weekend brunch (2 hours) or catch the daily Happy Hour from 4pm-7pm, extended on Sun & Mon until 10pm. Sette isn't just a restaurant; it's a lifestyle. Come for the food, stay for the vibes, and let Sette redefine your dining scene.
A photo of Gatsby restaurant
4.3
Awesome(1171)
Price: Moderate
• American • Navy Yard
Booked 42 times today
Gatsby is a reimagined American diner by KNEAD Hospitality + Design. With favorites like the famous monte cristo sandwich, fried chicken or today's blue plate special, Gatsby brings you back to the days of the diner, but from a fresh perspective. Whether you crave breakfast at any time of day or a smashburger & a milkshake, Gatsby is the perfect place. Located at the corner of Half and N Streets, directly in front of Nats Park's Centerfield Gate, and overlooking the ballpark from our second floor dining room, Gatsby is the perfect pre/post game venue from which to celebrate.
A photo of DAIKAYA 2F THE IZAKAYA restaurant
4.4
Awesome(2150)
Price: Expensive
• Japanese • Penn Quarter
Booked 3 times today
DAIKAYA 2F THE IZAKAYA is a fun restaurant because of its unique Izakaya style, offering a diverse selection of bar offerings to accompany Japanese comfort food. The food is described as 'interesting', 'creative', and 'delicious', and the atmosphere is vibrant and energetic. One reviewer highlighted the 'great selection of cocktails and beer' and another appreciated the 'live music sets'. The restaurant is great for 'after work', 'before a big night out', or 'late-night bites with friends', indicating it's a fun place to hang out.
A photo of matchbox Silver Spring restaurant
4.1
Excellent(455)
Price: Moderate
• Pizzeria • Silver Spring
Booked 31 times today
Bubbling, thin crust pizzas, mini burgers, crisp salads, and craft cocktails...four great reasons to visit matchbox today. Centrally situated in the Downtown Silver Spring Shopping Center, matchbox offers a warm and lively neighborhood gathering place with an aesthetic reflecting the Silver Spring community and its growth at the turn of the 20th century. Comfortable dining areas featuring wood tabletops, leather banquettes, and raised booths, as well as a spacious bar area and flexible seating for large groups further emphasize the welcoming, energetic atmosphere that matchbox is known to cultivate at each restaurant. Anchoring the design is a wood-burning oven that catches the eye from any seat in the house as it fires up signature thin-crust pizzas within minutes. In warmer months, patio dining is available under a pergola, lending an indoor-outdoor vibe to the setting.
A photo of The Taproom at Guinness Open Gate Brewery restaurant
4.6
Exceptional(1219)
Price: Expensive
• Gastro Pub • Elkridge
Booked 23 times today
Welcome to the Guinness Open Gate Brewery where we’re combining over 260 years of Irish brewing experience with American beer creativity. Our site features an experimental brewery, taproom, brand store, food truck and beer garden along with guided tours.Come, let us pour you a pint, serve you some food and tell you, our stories. All ordering within the taproom is completed through QR codes, with our team on hand to assist in creating a great experience for you.If you are interested in booking a private event for a large party, please reach out to our Catering Sales Managers via email at events@guinnessbrewerybaltimore.com. For more information, please see our FAQS listed on our website: www.guinnessbrewerybaltimore.com.
A photo of Roofers Union restaurant
4.4
Awesome(15)
Price: Moderate
• American • Adams Morgan
Booked 6 times today
Welcome to Roofers Union, an iconic establishment nestled in the heart of the vibrant Adams Morgan neighborhood of Washington, DC. Boasting three floors of distinct experiences, Roofers Union is more than just a venue; it's a unique destination where community and craftsmanship converge. Recent food, drink, and ambiance innovation now mark a new chapter in Roofers' legacy.On the first floor, immerse yourself in the intimate ambiance of the new Level 1 Cocktail Lab. Dark and herbaceous, it sets the stage for a unique cocktail journey.Ascend to the second floor to the expansive Main Dining Room, a spacious haven for indulging in new American fare with creative twists, accompanied by a great cocktail that complements the diverse menu.As you venture to the top, the Rooftop space awaits, with unique views of Adams Morgan and an elevated setting for socializing, sipping, and savoring. *** PLEASE NOTE THAT OUR HISTORIC BUILDING DOES NOT HAVE AN ELEVATOR ***
A photo of Limoncello restaurant
4.6
Exceptional(1312)
Price: Moderate
• Italian • St Michaels / Tilghman Island
Booked 25 times today
Benvenuti! Join us for traditional Italian food reflecting the flavors of Southern Italy in a casual trattoria setting. We offer you and your guests a lovely Italian atmosphere with a friendly, courteous, attentive staff.Located in the heart of St. Michaels, one of the nation’s best small coastal towns, Limoncello Italian Restaurant and Wine Bar serves up authentic and approachable favorites for lunch and dinner daily.Whether you are just docking from a morning boat adventure, strolling the irresistible boutiques on Talbot St. or crossed the Bay Bridge for some Eastern Shore fun, be sure to fuel up at St. Michaels’ favorite spot in town for Italian fare.
A photo of matchbox Capitol Hill restaurant
4.2
Awesome(986)
Price: Moderate
• American • Capitol Hill
Booked 23 times today
Matchbox Capitol Hill is a fun spot, loved for its bubbling pizzas, mini burgers and crisp salads. With its award-winning beers, broad spectrum wines, and handcrafted signature cocktails, it's a go-to place for fun, upscale casual dining. Reviewers rave about the great food, service, and chill atmosphere, with one even mentioning it's a 'great place for family fun, date night or a girls night out'. So, whether you're in the mood for a casual dinner or a get-together, matchbox Capitol Hill has got you covered!

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Discover best fun restaurants in Annapolis

Discover the vibrant dining scene in Baltimore, Maryland, and Greater Anapolis, where "fun" is the keyword in every gastronomic adventure! This region thrives with a variety of restaurants that promise not just meals but memorable experiences. From interactive dining setups that engage all your senses to lively atmospheres perfect for both lively group outings and cozy, playful dates, each establishment brings its own unique flair to the table. Culinary creativity is at the forefront, with menus featuring everything from gourmet twists on comfort food to innovative dishes that cater to health-conscious diners. The dining scene here is characterized by a blend of casual sophistication and inviting charm, making it a top choice for anyone looking to combine great food with great times. Whether you're a local or a visitor, these restaurants in Baltimore and Greater Annapolis offer the perfect backdrop for enjoying life and delicious cuisines. Expect top-notch service, a warm ambiance, and a dining experience that will make you want to return time and again.

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