Best Fun Restaurants in Milton

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseIndianMexicanJapanese

Regions

Boston

Neighborhoods

Back BayBeacon HillBraintreeBrightonBrooklineCambridge

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Accessibility

Wheelchair access

26 restaurants available nearby

How are Featured results ranked

1. Madre Osteria

4.6

Exceptional(415)

$$$$Price: Moderate

• Italian • Milton

Booked 15 times today

Welcome to Madre Osteria & Bar! Located in Milton, MA on the ground level of Milton Landing overlooking the Neponset River. Offering a modern approach to classic, rustic Italian cuisine created by Chef Sam Curtis. Think house-made Foccacia and specialty grande meatballs. Entrees include Truffle Risotto, Braised Short Rib, and Wild Boar Ragú. In addition to Italian and seafood dishes, we also offer gluten-free and vegetarian options. The interior design of Madre is both elegant and casual. We offer a full bar and wine list. Seating options include tables, high tops, a bar, and a beautiful outdoor patio. We are right down the road from our sister restaurants Lower Mills Tavern and Yellow Door Taqueria in Dorchester - perfect spots to grab a drink before or after your reservation!A handful of other places nearby include the Forbes House Museum, Boston Medical Center, Carney Hospital, Dorchester Park, Lower Neponset River Trail, and more!

2. The Broadway

4.6

Exceptional(502)

$$$$Price: Expensive

• American • South Boston

Reservations strongly encouraged but we do accept walk-ins. We will only be able to seat you when 60% of your party has arrived. Tables are held for 10 minutes after initial reservation and then your table is forfeited. If the reserved table is forfeited, you will remain on the wait list and seated at the next available table. Subject to applicable change. Guests must arrive with reservation during volume periods to skip the line, late arriving guests will not gain access through a line. All notes and requests in reference to particular seating arrangements between multiple parties will be accomodated to best of abilities, but not guaranteed. Parties will be seated in a discretionary manner based upon volume at time of seating. We reserve the right to deny access to any guest under 21+ whenever volume dictates.For parties of more than 10 please call 617-307-6480 to inquire.

A photo of The Boston Ale House restaurant

3. The Boston Ale House

4.3

Awesome(137)

$$$$Price: Moderate

• American • West Roxbury

Booked 6 times today

Upscale sports bar featuring over 27 TVs, outside dinning with a fire pit, large bar, high top tables, comfortable booths, and a private function room.

A photo of Top Mix Bar and Kitchen JP restaurant

4. Top Mix Bar and Kitchen JP

4.4

Awesome(137)

$$$$Price: Expensive

• Latin / Spanish • Jamaica Plain

Booked 3 times today

At Top Mix Bar & Kitchen JP we strive to provide a comfortable, fun, and unique environment for all patrons to come and enjoy amazing food, along with uniquely mixed spirits, beer, and wine. As suggested by our name “Top Mix,” we provide what we consider "traditional bar food but with a twist" that appeals to every and all types of customer tastes. No matter your background, our diverse menu brings a diverse crowd every day, leaving everyone satisfied and pleased with each visit. Also, with our vast array of signature mixed cocktails, we ensure that each patron is provided with unique options, not only in food but also drinks, that are not offered any where else other than at Top Mix Bar & Kitchen!

5. Pig Beach BBQ

4.3

Awesome(36)

$$$$Price: Expensive

• Barbecue • South Boston

Booked 1 time today

Founded by Rob Shawger and fellow award-winning pitmasters Matt Abdoo and Shane McBride—two elite chefs who left NYC’s Michelin-starred restaurants to pursue meat smokin’ mastery—Pig Beach BBQ’s chef-driven barbecue marries tried-and-true technique with a dash of global eclecticism for a fantastically delicious, never pretentious, foray into the Smoked Meat Universe. Since its 2015 debut in Brooklyn, Pig Beach BBQ’s smoke-centric signatures have been featured in The New York Times, NBC’s TODAY Show, Eater, Food Network, CBS Saturday Morning, and more, and earned a coveted spot on Southern Living’s “Great American Barbecue Bucket List.” Along the way, Pig Beach’s all star trio has continued to make waves on the competitive barbecue scene, amassing dozens of world championship titles, while expanding the Pig Beach BBQ restaurant collection to include locations in Queens, New York, West Palm Beach, Florida, and now Boston!

A photo of Dave & Buster's - Braintree restaurant

6. Dave & Buster's - Braintree

4.2

Awesome(44)

$$$$Price: Moderate

• American • Braintree

Booked 1 time today

Each Dave & Buster's has more state-of-the-art games than ever, more mouth-watering menu items and the most innovative drinks anywhere. From wings to steaks, we've got whatever suits your appetite and our premium bar assures we're stocked to satisfy! Plus, you can watch your game on one of our massive HDTVs with epic stadium sound.

A photo of Terra - Eataly Boston restaurant

7. Terra - Eataly Boston

4.5

Awesome(3965)

$$$$Price: Expensive

• Contemporary Italian • Back Bay

Booked 91 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.

8. Wusong Road

4.7

Exceptional(720)

$$$$Price: Expensive

• Polynesian • Cambridge

Booked 63 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.

9. Offsuit

4.9

Exceptional(209)

$$$$Price: Expensive

• Speakeasy • Leather District

Booked 6 times today

Offsuit is an intimate cocktail bar. We want everyone to enjoy the Offsuit experience; so visits are limited to 90 minutes. Reservations are only available for 7 days into the future.

10. Don’t Tell Aunty

4.0

Excellent(76)

$$$$Price: Expensive

• Gastro Pub • Back Bay

Booked 29 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.

See what locals rave about

From verified diners like you

P
PattyVIP
Greater Boston •8 reviews
5.0
Dined 3 days ago
We had an amazing waitress that took our order quickly , and returned with our drinks and appetizers within minutes. Our food was delicious, and the bonus was, music trivia! Can’t wait to come back on another Thursday
More info
The Boston Ale HousePrice: Moderate• American• West Roxbury
•
4.3
A
Anthony
1 review
5.0
Dined on Jun 26, 2025
Had an unforgettable night at Madre Osteria! I asked my date to be my girlfriend with a plate of tiramisu, and the staff went above and beyond—writing the message on the dessert, cheering us on, and even taking it off the bill. The food was a solid 10/10, the live music and dim lighting set the perfect vibe, and the service was genuinely heartwarming. Can’t wait to come back!
More info
Madre OsteriaPrice: Moderate• Italian• Milton
•
4.6
D
Danielle
Greater Boston •12 reviews
5.0
Dined on Jun 22, 2025
The bad bunny themed brunch was so much fun! The staff went all out and made it a blast!
More info
The BroadwayPrice: Expensive• American• South Boston
•
4.6
D
Dahina
1 review
5.0
Dined on Jun 15, 2025
The service was phenomenal, the DJ was 🔥🔥🔥 food was delicious.
More info
Top Mix Bar and Kitchen JPPrice: Expensive• Latin / Spanish• Jamaica Plain
•
4.4
JV
JoeV
Greater Boston •9 reviews
5.0
Dined on May 18, 2025
Food was fabulous and service was great! Will definitely visit again, when in the area!
More info
Pig Beach BBQPrice: Expensive• Barbecue• South Boston
•
4.3

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