The Most Fun Restaurants in Boston

The OpenTable Team

Located in the heart of New England, Boston stands out as a historic American city, rich with culture and entertainment. A visit here offers all the benefits of a big metropolis without the intensity and fast pace of larger cities. Visitors can easily get around on the T or by bike to observe the many wide-open green spaces, trendy neighborhoods, and world-class museums. Plus, Boston has a culinary scene that foodies travel from near and far to enjoy. But where are the smartest, savviest diners eating out when looking for a good time? Welcome to the Tastemaker Lists. We’ve pulled data from thousands of restaurants to find the top spots among OpenTable's most expert, seasoned diners. If you’re looking for a dining spot where you can enjoy great food and an entertaining environment, check out our Tastemaker 20 List of the most fun restaurants in Boston.

Restaurants:Brassica Kitchen, Table, Asta
Price Range:$$$ - $$$$
Cuisines:French American, Italian, Modern European
Neighborhoods:Jamaica Plain, North End, Back Bay

Brassica Kitchen

$$$$·French American·
Jamaica Plain
838 reviews
  • Fit for Foodies
  • Neighborhood Gem
  • Good for a Date
Brassica Kitchen and Cafe is the brainchild of the Whisk pop-up team. It's a bustling coffeehouse by day and intimate bistro by night. The kitchen churns out amazing dinners at nigRead more
99% recommended
Best Food in Boston / New England

Table

$$$$·Italian·
North End
218 reviews
  • Special Occasion
  • Neighborhood Gem
  • Good for Birthdays
Table is definitely one of the most fun restaurants in Boston and locals love the family-style Italian dining. Located in the North End, the restaurant features a dining room that Read more
98% recommended
Neighborhood Gem in Boston
Table for 2 today

Asta

$$$$·Modern European·
Back Bay
59 reviews
  • Fit for Foodies
  • Creative Cuisine
  • Special Occasion
If you’re looking for a fun restaurant in Boston, Asta will not disappoint. This Modern European restaurant serves seasonally inspired tasting menus in a welcoming, open setting. IRead more
91% recommended
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Season To Taste

$$$$·American·
Cambridge
825 reviews
  • Fit for Foodies
  • Special Occasion
  • Good for a Date
The Table at Season To Taste is a funky twenty-seat restaurant featuring an open kitchen and warm, intimate environment. Wedged into an unassuming block in a quiet corner of CambriRead more
96% recommended
Healthy in Boston

Bondir Cambridge

$$$$·Contemporary American·
Cambridge
830 reviews
  • Fit for Foodies
  • Romantic
  • Creative Cuisine
Bondir Cambridge is a super small restaurant but they pack in a lot of fun! They offer a 5 course Tasting Menu in an elegant setting in the center of Cambridge. The cuisine uses exRead more
94% recommended
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Fat Hen Broadway East

$$$$·Italian·
Somerville
329 reviews
  • Special Occasion
  • Fit for Foodies
  • Good for a Date
The Fat Hen, located near Tufts University and Assembly Row in the Somerville neighborhood of Boston, is a casual elegant Italian restaurant. Diners love the sophisticated atmospheRead more
89% recommended
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Forage

$$$$·Contemporary American·
Cambridge
918 reviews
  • Fit for Foodies
  • Neighborhood Gem
  • Special Occasion
If you’re looking for a super fun restaurant in Cambridge, head to Forage on Craigie Circle. It’s a farm-to-table neighborhood bistro right off Harvard Square that serves up casualRead more
94% recommended
Fit for Foodies in Boston / New England
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Dona Habana

$$$$·Cuban·
South End
700 reviews
  • Good for a Date
  • Special Occasion
  • Good for Birthdays
Dona Habana is definitely one of the most fun restaurants in Boston - ask any local! The space feels like a tropical paradise and you’ll feel like you’re in Old Havana, Cuba the seRead more
94% recommended

Gustazo Cuban Kitchen & Bar - Cambridge

$$$$·Cuban·
Cambridge
355 reviews
  • Tapas
  • Good for a Date
  • Fit for Foodies
Gustazo is another lively and fun restaurant in Cambridge right on Massachusetts Ave. The word Gustavo means great pleasure and that is what you’re bound to find here. They aim to Read more
97% recommended
Fit for Foodies in Boston

Darryl's Corner Bar and Kitchen

$$$$·Comfort Food·
South End
1,551 reviews
  • Live Music
  • Comfort Food
  • Neighborhood Gem
If you’re looking for soul, spice and a little bit of jazz, head to Darryl’s Corner Bar and Kitchen, known as DCBK. They serve up great southern comfort food and signature cocktailRead more
94% recommended
Not available on OpenTable
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La Fabrica Central

$$$$·Spanish·
Cambridge
471 reviews
  • Good for a Date
  • Authentic
  • Live Music
Located right in the heart of Cambridge, La Fabrica Central is a fabulously fun Caribbean restaurant from celebrity chef Giovanna Huyke. She is a cookbook author and popular TV perRead more
92% recommended
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Menton

$$$$·French·
Fort Point Channel
2,160 reviews
  • Special Occasion
  • Romantic
  • Fit for Foodies
Menton, located in Fort Point Channel, is the perfect stop for those looking for a fun night out in the neighborhood. The restaurant is Chef Barbara Lynch’s modern interpretation oRead more
French in Boston / New England

Loyal Nine

$$$$·American·
Cambridge
608 reviews
  • Fit for Foodies
  • Creative Cuisine
  • Handcrafted Cocktails
Another Cambridge favorite, Loyal Nine is consistently hailed as one of the most interesting and fun restaurants in Boston. Chef Marc Sheehan creates amazing seafood dishes that usRead more
89% recommended
Not available on OpenTable
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Dali

$$$$·Spanish·
Cambridge
777 reviews
  • Tapas
  • Good for a Date
  • Romantic
For traditional Spanish cuisine in a fun setting that will spice up your night, head to Dali on Washington Street in Cambridge. The interior is bright and colorful with artwork on Read more
98% recommended

Moonshine 152

$$$$·American·
South Boston
585 reviews
  • Neighborhood Gem
  • Creative Cuisine
  • Fit for Foodies
Moonshine, located on Dorchester Ave in Boston, is a modern neighborhood restaurant that serves up creative American cuisine. It’s a popular late night spot in South Boston with a Read more
93% recommended
Best Overall in Boston / New England

Shaking Crab - Boston Common

$$$$·Cajun·
Downtown Crossing
81 reviews
  • Casual
  • Spicy
  • Fun
Shaking Crab, located in Downtown Crossing, is one of the most fun restaurants in Boston for those who love to get messy! Their vision for messy eating started with the core beliefRead more
88% recommended
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Estragon

$$$$·Spanish·
South End
953 reviews
  • Tapas
  • Fit for Foodies
  • Neighborhood Gem
Estragon Tapas Bar, established in 2008, offers a slice of Spain in the South End. Owned and operated by Julio de Haro and Laura Egger, the cuisine reflects their love of simplicitRead more
95% recommended
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Fire + Ice Boston

$$$$·American·
Back Bay
2,865 reviews
  • Fun
  • Good for Birthdays
  • Good for Groups
Fire and Ice, located on Berkeley Street in the Back Bay, is a casual American place that is all about celebrating! They feature an interactive, all-you-can-eat experience in whichRead more
82% recommended
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Cuchi Cuchi

$$$$·International·
Cambridge
578 reviews
  • Good for a Date
  • Creative Cuisine
  • Tapas
Cuchi Cuchi, located right in the heart of Cambridge on Main Street, is one of the most popular small plates restaurants in town. Inspired by the Latin singer Charo, the decor evokRead more
91% recommended
Not available on OpenTable
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Meritage Restaurant + Wine Bar - Permanently Closed

$$$$·American·
Financial District
2,214 reviews
  • Special Occasion
  • Quiet Conversation
  • Romantic
Located on Rowes Wharf in Boston’s Financial District, Meritage Restaurant is the perfect place to wind down and have some fun after work. They aim to match wine and food together Read more
83% recommended
Not available on OpenTable
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