Best Fun Restaurants in Brookline

Discover the best restaurants in Brookline

Explore must-try spots, new openings, and hidden gems.

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSeafoodIndianMexicanJapanese

Regions

Boston

Neighborhoods

AllstonBack BayBeacon HillCambridgeCharlestownChinatown

Top Rated

CharmingGood for business mealsGood for groupsGood for special occasionsGreat for brunchGreat for fine wines

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Accessibility

Wheelchair access

28 restaurants available nearby

How are Featured results ranked

The default order for search results reflects a number of factors, including table availability, restaurant location, search criteria, and restaurant reviews and ratings. In addition, payment made by a restaurant to OpenTable is also a factor for the relative ordering of restaurants.

A photo of Terra - Eataly Boston restaurant

1. Terra - Eataly Boston

4.4

Awesome(3891)

$$$$Price: Expensive

• Contemporary Italian • Back Bay

Booked 121 times today

Located on the third floor of Eataly Boston, Terra is a unique restaurant inspired by earth and fire. The dining room centers around a wood-burning Italian grill, where the Terra culinary team cooks raw ingredients over burning flames, allowing the simple flavors to shine.In every earthy dish, the fire’s smoked warmth rekindles our fundamental connection to the elements. Plentiful and playful, the grilled plates are perfect to share around the restaurant's rustic tables, especially when paired with seasonal drinks.

2. Wusong Road

4.6

Exceptional(677)

$$$$Price: Expensive

• Polynesian • Cambridge

Booked 85 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.

3. Hue

4.4

Awesome(242)

$$$$Price: Expensive

• Global, International • Back Bay

Booked 5 times today

World Flavors & Vibrant Vibes! Welcome to Back Bay's high end / high energy dinner party destination. Hue offers two rooms of dining and celebration: our lively Supper Club & our exclusive Speakeasy. We're conveniently located in Boston's iconic Copley Square Hotel, just steps away from Copley Place and Prudential shopping centers and from the Boston Marathon finish line.

4. Hunter's

4.6

Exceptional(308)

$$$$Price: Moderate

• Southern • South Boston

Booked 20 times today

Hunter's is a blast! With live music, a cozy ambiance, and a fun bar, it's a hit among locals. The vibe is warm and welcoming, just like a hunting lodge. The food is top-notch, with reviews raving about the gumbo, chicken & waffles, and more. The service is also highly praised, making it a fantastic dining experience.

5. Don’t Tell Aunty

new

3.8

Excellent(37)

$$$$Price: Expensive

• Gastro Pub • Back Bay

Booked 48 times today

Don't Tell Aunty is a lively Indian gastropub in Boston’s Back Bay, located at 1080 Boylston St. Known for its bold flavors and playful ambiance, the restaurant serves creative twists on Indian classics, from Kerala fried chicken to rasam ramen. With vibrant décor, live music, and a unique cocktail selection—including South Indian coffee espresso martinis—this spot offers a fun and flavorful dining experience. Whether for a casual meal, late-night bites, or weekend brunch, Don't Tell Aunty brings together great food, drinks, and energy in a welcoming setting.

6. Beehive

4.6

Exceptional(7200)

$$$$Price: Expensive

• American • South End

Booked 68 times today

The Beehive is an underground Bohemian eatery and bar featuring fabulous cuisine, libations, artwork and world class live music. Nestled below the Boston Center for the Art’s historic Cyclorama in Boston’s South End, we are conveniently located to local theaters, the Calderwood Pavilion as well as Boston's Theater district. The Beehive serves the eclectic fare of Chef Ryan Skeen - rustic comfort food infused with American and Mediterranean influences. Join us for dinner, weekend brunch, patio dining, great cocktails at our bars and next level live music. If you like the Beehive you'll love our sister restaurant Cosmica Mexican Food & Bar for elevated Mexican cuisine and cocktails located two blocks away.

7. Shore Leave

4.8

Exceptional(257)

$$$$Price: Expensive

• Sushi • South End

Booked 12 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 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 on an everyday vacation. Options are available for regular dining or the OMAKASE 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. Live entertainment! On Fridays Shore Leave hosts Drag Race viewings at 8p and The People's Karaoke at 10p. The surf rock band The Electric Heaters play the first Thursday of every month beginning at 8p. Entertainment varies so call for details!

8. Carrie Nation

4.4

Awesome(761)

$$$$Price: Moderate

• Contemporary American • Beacon Hill

Booked 9 times today

RESERVATIONS ARE FOR THE DINING ROOM ONLY. WE DO NOT TAKE RESERVATIONS FOR THE SPEAKEASY OR BAR.A 1920's style speakeasy located on Beacon Hill. For memorable cocktail and cuisine experiences Boston, Carrie Nation Cocktail Club on Beacon Street offers not only an extensive menu of exquisite dishes and drinks, but also a touch of history. Learn about Carrie Nation’s passionate efforts to rid America of liquor while smugly indulging in the very intoxicating delights that this firebrand fiend despised. At Carrie Nation, you can experience one of the best new locations for dining and cocktails in Boston. Those looking for a cocktail club in Beacon Hill with a classy, but comfortable, atmosphere can experience all that Carrie Nation has to offer. Check out the hidden bar in the back!!RESERVATIONS ARE FOR DINNING ROOM ONLY. Speakeasy lounge and bar are first come first serve.

A photo of FiRE+iCE Interactive Grill & Bar restaurant

9. FiRE+iCE Interactive Grill & Bar

4.5

Awesome(3272)

$$$$Price: Moderate

• American • Back Bay

Booked 36 times today

FiRE+iCE Interactive Grill & Bar is a fun and exciting place to dine. Customers rave about the 'fun and unique experience' of being able to create their own dish at the open flame grill. The atmosphere is described as 'lively' and 'trendy', making it a great spot for group get-togethers and family outings. As one reviewer put it, it's a place where 'you can eat as much as you can and basically whatever you’d like'. Definitely a great place for a night out!

A photo of Supper Club at Capo Restaurant restaurant

10. Supper Club at Capo Restaurant

4.8

Exceptional(283)

$$$$Price: Moderate

• Italian • South Boston

Booked 16 times today

RETRO VIBES & GOOD TIMESTucked underneath Capo Restaurant, the Supper Club looks to recapture the excitement of going out on the town for dinner and a show.The Supper Club at Capo is a 4,000sf subterranean lounge located next door to Capo Restaurant and below Citizen’s Bank. The Supper Club is accessible through a connecting staircase located in Capo’s dining room at 443 West Broadway. There is a private entrance located at 439 West Broadway which is available for private events only. The Supper Club at Capo consists of a 40ft bar, a large performance stage for live music and entertainment, a stage-front dance floor with two retro stage-side lounges. Follow us on social media to stay up to date with our current live music and entertainment schedule.

‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you

S
Sara
Greater Boston •8 reviews
5.0
Dined 1 day ago
Cool spot. And all the food was delicious! Definitely planning to come back again soon.
More info
Wusong RoadPrice: Expensive• Polynesian• Cambridge
•
4.6
T
Ted
Greater Boston •2 reviews
5.0
Dined 1 day ago
Food and service was excellent. Would definitely come back.
More info
Hunter'sPrice: Moderate• Southern• South Boston
•
4.6
R
Ragav
New York City •4 reviews
5.0
Dined 3 days ago
Great food and quick service! The staff was excellent
More info
Don’t Tell AuntyPrice: Expensive• Gastro Pub• Back Bay
•
3.8
J
JoanVIP
Greater Boston •21 reviews
5.0
Dined 4 days ago
Very good food, nice casual environment , good service and enjoyable place for lunch
More info
Terra - Eataly BostonPrice: Expensive• Contemporary Italian• Back Bay
•
4.4
K
Kelly
Greater Boston •1 review
5.0
Dined on Apr 5, 2025
Food was very good and is more like tapas style than family style. Cool place and fun vibe!
More info
HuePrice: Expensive• Global, International• Back Bay
•
4.4

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