Best Historic Restaurants in Milton

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodIndianMexican

Regions

BostonBoston Metro South

Neighborhoods

Back BayBeacon HillBrooklineCambridgeCharlestownDowntown Crossing

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

Gender-neutral restroomWheelchair access

70 restaurants available nearby

1. The Haven

4.7

Exceptional(1204)

$$$$Price: Expensive

• Scottish • Jamaica Plain

Booked 9 times today

New England's only Scottish Restaurant and Bar in the historic Haffenreffer brewery complex in Jamaica Plain, (relocated in 2022 - after originally opening in 2010).We now provide expanded menu offerings, multiple weekly events and a fantastic cocktail and single malt program in a beautiful award-winning designed space. There's a tasteful nod to Scotland and a sense of comfort throughout the new larger space. You have plenty of choice as to where you enjoy your night, next to the bustling bar or in a cozy corner in the snug or outside on the patio.Whether it's the famous Burger, Haggis or sumptuous dessert, you find something for everyone at The Haven.We look forward to seeing you at The Haven at the Brewery.With great transportation, ample parking and easy access to Sam Adams Brewery we are a destination venue.Dave Broom - " The premier Boston whisky bar"Jacobite Burger (created with Sam Heughan, Outlander) - Best Burger in USA 2021.Best Date Night spot 2021, BOSTONmagazine.

2. Punch Bowl

4.0

Excellent(30)

$$$$Price: Expensive

• American • Brookline

Booked 2 times today

From renowned restaurateurs, Jen and Josh Ziskin, Punch Bowl is inspired by the historic 18th century tavern that Brookline was once famous for. The Ziskins have rekindled the spirit of the Punch Bowl and have recreated a communal gathering place in the heart of the village. Chef Josh Ziskin prepares cuisine that features his contemporary take on traditional New England fare and focuses on a variety of local farms and seafood. Punch Bowl has a slew of signature cocktails influenced by Brookline’s unique history and vibrant location. Enjoy Jen’s all female wine list inspired by the female Inn Keepers of the late 1700’s. Guests feel immersed in the city while seated in the light-filled dining room featuring floor to ceiling windows, an open kitchen and a state-of-the-art bar. For guests who would prefer to dine outdoors, Punch Bowl also offers a large patio area on the ground floor as well as a roof deck terrace with phenomenal views of Brookline and its’ historic Muddy River.

A photo of Teddy's on the Hill restaurant

3. Teddy's on the Hill

4.3

Awesome(44)

$$$$Price: Moderate

• American • Beacon Hill

Booked 4 times today

Quirky, neighborhood hangout whipping up pub food, plus unique cocktails, beer & wine. For all large parties 6 guests and over please call the restaurant.

4. Prima

4.8

Exceptional(849)

$$$$Price: Expensive

• Italian • Charlestown

Booked 92 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 Trattoria Il Panino restaurant

5. Trattoria Il Panino

4.5

Awesome(6497)

$$$$Price: Moderate

• Italian • North End

Booked 188 times today

Trattoria Il Panino is the kind of place that one would expect to find along the Amalfi Coast. It is a warm, friendly, unpretentious and a food-focused environment. From the casual and positive energy of the atmosphere and waitstaff, to the serious and professional energy of the kitchen, the frontand back of the house form a desirable marriage. The entrance on 260 Hanover street has a full liquor license.

A photo of Union Oyster House restaurant

6. Union Oyster House

4.4

Awesome(8706)

$$$$Price: Moderate

• Seafood • Faneuil Hall

Booked 77 times today

The Union Oyster House, located on the Freedom Trail, near Faneuil Hall, enjoys the unique distinction of being America's oldest restaurant. This Boston fixture, housed in a building dating back to Pre-Revolutionary days, started serving food in 1826 and has continued ever since with the stalls and oyster bar, where Daniel Webster was a constant customer, in their original positions.

7. Estella

4.2

Awesome(653)

$$$$Price: Expensive

• American • Beacon Hill

Booked 35 times today

Estella Restaurant, a culinary gem in downtown Boston, invites you to an exceptional dining experience that fuses flavors from diverse cultures. Founded by George Brandão in tribute to his extraordinary mother, Estella—a beacon of love and dedication—the restaurant embodies unity and diversity at its core. Our signature dish, the Famous Worrell Oxtail Rasta Pasta, is a harmonious blend of tender oxtail and vibrant Caribbean spices, a must-try for food enthusiasts seeking unique flavors. Estella has been featured in prestigious publications such as Eater Boston's Best Restaurants in Downtown Crossing and Best Cocktail Bars in Boston. Located steps away from iconic landmarks like the Boston Common and the historic Freedom Trail, Estella is the perfect destination for locals and visitors seeking an extraordinary dining experience. Join us, where every dish tells a story and every moment celebrates culture, unity, and culinary artistry.

8. Contessa - Boston

4.7

Exceptional(113)

$$$$Price: Expensive

• Italian • Back Bay

Booked 55 times today

Perched atop The Newbury Hotel like a crown jewel, Contessa is a grand destination. Guests are welcomed from morning till night to a sunlit, rooftop restaurant with Art Deco references and mid-century modern detailing, offering sweeping views of Back Bay and the Boston Public Garden. The menu offers a wide variety of delicious options, from feasts of antipasti, carpaccios and pizzas, to pastas and large steaks. A vast wine list, classic cocktails and a selection of dolci punctuate a beautiful meal.

9. Ciao Roma

4.8

Exceptional(1071)

$$$$Price: Expensive

• Italian • North End

Booked 47 times today

Italian restaurant using the freshest ingredients and house-made pasta. Focusing on Southern Italian cuisine, we serve a full bar and curated wine list. Located on the historic Freedom Trail overlooking North Square.

10. Beehive

4.6

Exceptional(7174)

$$$$Price: Expensive

• American • South End

Booked 50 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.

See what locals rave about

From verified diners like you

C
Carol
Greater Boston •2 reviews
5.0
Dined 1 day ago
I brought my nephew to Gluten free Monday. He has serious food allergies and does not often get to experience dining out. The wait staff (Ryan) and Manager, Maureen made him feel exptra special and paid very careful attention to his significant allergies. We had a great evening and I will definitely go back! Thank you!
More info
PrimaPrice: Expensive• Italian• Charlestown
•
4.8
D
Debbie
San Francisco Bay Area •3 reviews
5.0
Dined 2 days ago
Went there for my husband’s birthday. It was very busy but we were waited on quickly. The food was delicious. We will defintely recommend this restaurant and can’t wait to go back!
More info
Trattoria Il PaninoPrice: Moderate• Italian• North End
•
4.5
A
Anna
Greater Boston •2 reviews
5.0
Dined 3 days ago
Our Valentine’s day dinner was just lovely- the specials were delicious and the seating was perfect.
More info
The HavenPrice: Expensive• Scottish• Jamaica Plain
•
4.7
K
Kim
New York City •3 reviews
4.0
Dined on Dec 14, 2024
The New England clam chowder was absolutely fantastic! Also had the chicken dumplings and chicken Panini and they were both very good! Also enjoyed a custom cocktail.
More info
Teddy's on the HillPrice: Moderate• American• Beacon Hill
•
4.3
M
Michaela
Orlando / Central Florida East •5 reviews
4.0
Dined on Nov 27, 2024
Delicious salad, dessert, and wine in a relaxed, low key space. Very pleasant waitress. Walking distance from work. I’m happy!
More info
Punch BowlPrice: Expensive• American• Brookline
•
4

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