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Best Fun Restaurants in Charlestown

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421 restaurants available nearby

A photo of Prima restaurant
1. Prima
4.8
Exceptional(778)
Price: Expensive
• Italian • Charlestown
Booked 72 times today
Located on the edge of City Square Park in Charlestown, Prima is an energetic Italian celebration of reimagined classics. Our beautifully restored grand bar and dining room – which overlooks the park as well as the city skyline – strives to honor our building’s past and its prestigious placement at the gate of this historic Boston neighborhood.
A photo of Monument Restaurant & Tavern restaurant
2. Monument Restaurant & Tavern
4.8
Exceptional(152)
Price: Moderate
• American • Charlestown
Booked 60 times today
Welcome to MonumentMonument Restaurant & Tavern, a Charlestown staple, is a lively home base for guests to enjoy creative comfort food, rotating craft beer, a thoughtful wine list, and inventive, refreshing cocktails. As Charlestown’s neighborhood spot, Monument boasts a warm, rustic dining room and bar, a seasonal sidewalk patio, and takeout and delivery options seven days a week.The rustic yet chic interior complements their menu of the same caliber. Wood-fired pizza, lemon-rosemary chicken wings, kung pao Brussels sprouts, and gnocchi bolognese are just a few of the favorite options. Not to mention, our weekend brunch is a hit with Bostonians near and far, with featuring lemon and poppyseed buttermilk pancakes and our signature "Cinnamon Toast Brunch" cocktail.Monument serves brunch, lunch, dinner and is open late and has a lengthy draught beer, cocktail and wine menu.
A photo of Waverly Kitchen and Bar restaurant
3. Waverly Kitchen and Bar
4.8
Exceptional(359)
Price: Expensive
• American • Charlestown
Booked 66 times today
Located in the heart of Charlestown, Boston, just steps away from the Bunker Hill Monument and the Freedom Trail, Waverly Charlestown is a neighborhood restaurant that serves breakfast, lunch, and dinner seven days a week. Join us for a legendary brunch, dinner, and cocktails in our cozy dining room, or grab coffee and lunch on the go. Breakfast and brunch fans, this is for you! You don't want to miss our signature banana bread, housemade corned beef hash, and refreshing and creative cocktails! Come and enjoy a cozy dinner by the fireplace or watch the chef's at work at our kitchen counter. Walk-ins are always accepted at our intimate bar. We're looking forward to seeing you!
A photo of Shore Leave restaurant
4. Shore Leave
4.8
Exceptional(232)
Price: Expensive
• Sushi • South End
Booked 11 times today
Shore Leave is our interpretation of a tropical escape through the lens of our love for Boston’s rich dining scene. Named after a sailor’s leisure time on dry land, Shore Leave’s tropical cocktails take you away from the hustle and bustle. This space, music, and most importantly, our Shore Leave team, make every moment here feel like watching the sun go down with your feet in the sand. Off the main drag, just below the street in Boston’s South End, Shore Leave brings you along on an everyday vacation. Options are available for regular dining or the OMAKASE at SHORE LEAVE EXPERIENCE. We do not take reservations for "just drinks", so cancellation fees will apply. Just drinks-walk in for bar seats! We ID at the door. Underage guests are permitted but not permitted at the bar. Stop by for live entertainment! Shore Leave hosts The People's Karaoke most Fridays beginning at 10pm and surf rock band The Electric Heaters Thursdays beginning at 8pm. Entertainment varies so call for details!
A photo of The Red Fox restaurant
5. The Red Fox
4.5
Awesome(165)
Price: Expensive
• Italian • North End
Booked 44 times today
The Red Fox is an Italian American restaurant and lounge brought to you by All Day Hospitality Group (Tony & Elaine's, Ciao Roma, Farmacia, Ward 8). The focus of the menu is on handmade pasta and a mix of throwback dishes and Italian classics, with a fantastic cocktail menu with nostalgic martinis and high quality seasonal cocktails, and an excellent wine list. Located in The North End, The Red Fox pays homage to the Italian American neighborhood and some of the great old school establishments in the city.
A photo of Banners Kitchen & Tap restaurant
6. Banners Kitchen & Tap
4.3
Awesome(498)
Price: Expensive
• American • Downtown Crossing
Booked 65 times today
Restaurant & sports bar serving American fare in a contemporary, multilevel space.Named for the iconic championship team banners raised into the rafters throughout history, Banners Kitchen & Tap is located in the thick of Boston sports, on the former site of the Boston Garden, adjacent to the TD Garden and North Station at The Hub on Causeway.Banners Kitchen & Tap is an immersive restaurant and bar featuring upscale tavern cuisine as well as classic game-day menu staples, healthy alternatives, a children’s menu, and many other unique offerings for lunch & dinnerBanners boasts the biggest in-restaurant LED TV screen on the East Coast, Blades & Boards VIP dining room, and Banners Kitchen & Tap Topgolf Swing Suite.
A photo of Wusong Road restaurant
7. Wusong Road
4.6
Exceptional(590)
Price: Expensive
• Asian • Cambridge
Booked 65 times today
Wusong Tiki Bar is Cambridge's local tropical Bar serving Chinese American bar bites and tropical Tiki inspired drinks by Chef Jason Doo. Famous for our hand-made baos, crab Rangoons and the best Mai Tai in Boston. Please note if there are no tables available our ground floor bar and 2nd floor bar are available for guests without bookings--subject to availability and during peak hours there may be a queue.All reservations are for a 90-minute experience, and we kindly ask that you respect the guests who follow.Wusong Road is a minority and LGBTQ owned business.
A photo of Citrus & Salt restaurant
8. Citrus & Salt
4.6
Exceptional(2020)
Price: Moderate
• Contemporary Mexican • Seaport
Booked 85 times today
Coastal Mexican Tapas Restaurant and Tequila Bar by Chef Jason Santos. Fun and Bright coastal inspired décor. Large variety of tequilas and mezcals to choose from.
A photo of Krasi restaurant
9. Krasi
4.8
Exceptional(1797)
Price: Expensive
• Greek • Back Bay
Booked 82 times today
Krasi is love. Krasi is life. Krasi is wine, literally.Krasi is about conversations and the people immersed in them. It’s about new friends, old friends, and turning strangers into friends.With a Greek wine list of over 180 all natural and biodynamic selections, every pour tells a story. Our menu of regional Greek meze set the stage to feast like the gods. Uncover and rediscover Greece with us. Krasi is Greek, differently.
A photo of Wicked Craft Co. restaurant
10. Wicked Craft Co.
4.4
Awesome(309)
Price: Expensive
• American • North End
Booked 23 times today
Wicked Craft Co. is a blast! Reviewers rave about the 'lively atmosphere', 'creative food', and 'fun cocktails'. It's described as a 'nice place to spend with friends', with an 'esthetic atmosphere' that's 'rare to find'. With an ever-rotating list of craft beers, wines, and cocktails, there's always something new to try. Plus, the 'presentation of the food and drinks is incredible'.

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See what locals rave about

From verified diners like you
From verified diners like you
  • NataliaVIP
    Greater Boston •3 reviews
    5.0
    Dined today
    Hostesses were not pleasant and not accommodating at all when we got there early and did not show any effort in trying to find us a table. Not exactly what I call customer service. With that being said, we have been there 3 times within the last 2 months because of the lively atmosphere, great Italian food and amazing cocktails and bar staff.
    More info
    PrimaPrice: Expensive• Italian• Charlestown
    •
    4.8
  • MarilynVIP
    Greater Boston •27 reviews
    5.0
    Dined 1 day ago
    A lovely experience at an early dinner here on a busy Saturday night was perfect on a very cold evening. Thank you! We are new in Charlestown and it’s so nice to discover a local place that serves excellent food. The scallops were big and juicy and sitting on a delicious bed of Brussel sprout hash. The swordfish was cooked perfectly and lied on a risotto mushroom base. Wow! All superb!
    More info
    Waverly Kitchen and BarPrice: Expensive• American• Charlestown
    •
    4.8
  • Badriyyah
    Greater Boston •1 review
    5.0
    Dined 1 day ago
    Lovely service and atmosphere, food was delicious
    More info
    Shore LeavePrice: Expensive• Sushi• South End
    •
    4.8
  • JulianneVIP
    San Francisco Bay Area •13 reviews
    5.0
    Dined 3 days ago
    Was absolutely spectacular. Limone and the half portion of lasagna, preceded by the Caesar, meatballs and crudo. Cocktails 10/10. Can’t wait to return
    More info
    The Red FoxPrice: Expensive• Italian• North End
    •
    4.5
  • JosieVIP
    Greater Boston •3 reviews
    5.0
    Dined on 23 Dec 2024
    Camilla was great! I had called to mention I would be 15 minutes late and our table was ready when we arrived.
    More info
    Monument Restaurant & TavernPrice: Moderate• American• Charlestown
    •
    4.8

Discover best fun restaurants in Charlestown

Explore the vibrant dining scene in Charlestown, Greater Boston, where fun and flavor meet for an unforgettable culinary experience. Known for its rich culinary diversity, Charlestown offers a range of restaurants that promise lively atmospheres and innovative dishes, making it a prime destination for those looking to add a dash of excitement to their dining outings. Each establishment in this locale has been carefully selected for its unique approach to creating a fun and engaging environment, whether through live music, themed nights, or creative menu offerings that keep diners coming back for more. These restaurants not only cater to a wide array of tastes and preferences but also emphasize quality and creativity in every dish served. From cozy eateries offering comfort food with a twist to upscale venues that blend sophisticated dining with casual, spirited vibes, there’s something to satisfy every palate and occasion. Diners in Charlestown can expect not just a meal, but a delightful dining experience that combines great food with great times. Whether you’re planning a night out with friends, a family dinner, or a special date, these top picks for 'fun' dining spots in Charlestown, Greater Boston are sure to enhance your evening with their distinctive charm and exceptional culinary offerings.

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