Best Historic Restaurants in West Roxbury

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodIndianMexican

Regions

Boston

Neighborhoods

Back BayBeacon HillBrooklineCambridgeCharlestownDorchester

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

69 restaurants available nearby

1. The Haven

4.7

Exceptional(1203)

$$$$Price: Expensive

• Scottish • Jamaica Plain

Booked 11 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.

3. Garrison House

4.2

Awesome(168)

$$$$Price: Moderate

• American • Brookline

Booked 6 times today

The Garrison House, in the heart of Brookline Village, blends innovative American cuisine with a lively and social bar focusing on modern craft beer and cocktails. It features the area's only mug club, with members' personalized mugs hanging prominently behind the historic bar. A second unique live entertainment venue, proudly called the Village Social Club, resides in a separate downstairs bar. Conveniently located near the Brookline Village MBTA stop, Longwood Medical area, Beth Israel, Brigham & Women's, Dana Farber, NETA, Isabella Stuart Gardner Museum, the MFA and Mass Art.

A photo of Biltmore Bar & Grill restaurant

4. Biltmore Bar & Grill

4.5

Awesome(547)

$$$$Price: Moderate

• American • Newton

Booked 4 times today

PATIO SEATING IS FIRST COME, FIRST SERVEThe Biltmore Bar & Grille is a modern American restaurant in Newton, MA with a longstanding history. No corporate restaurant chain or Hollywood set designer could ever recreate The Biltmore Vibe. In 1914, the Biltmore opened and served up breakfast and brew at 7AM for the overnight crews from nearby factories. It came with a 4 lane basement bowling alley that was a local hangout for decades.There was talk of a speakeasy during prohibition. The Biltmore was across the street from a regional rail stop and often hosted private events for dignitaries, politicians and celebrities.Much of original brick front and interior has remained the same over the many reincarnations of this legendary bar. The original old growth wood flooring has stood up to many timeless celebrations as well. Celebrating this neighborhood legend while serving up fresh new takes on classic dishes and drinks is what The Biltmore is all about.

A photo of Teddy's on the Hill restaurant

5. Teddy's on the Hill

4.3

Awesome(44)

$$$$Price: Moderate

• American • Beacon Hill

Booked 1 time 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.

A photo of Sol Azteca Restaurant restaurant

6. Sol Azteca Restaurant

4.7

Exceptional(519)

$$$$Price: Moderate

• Mexican • Back Bay

Booked 2 times today

Specializing in authentic Mexican cuisine and located in Boston on the Brookline/Boston line. Sol Azteca serves an array of popular and traditional dishes such as tacos, enchiladas and tostadas. Made from scratch salsas and sauces, home made desserts, hand-fried chips daily - this is not fast food. Fresh ingredients and real chile peppers are used in our recipes. We make Mole Poblano sauce in-house from scratch - that's over 20 ingredients! Some of our signature dishes include Shrimp Cilantro, Pollo Mango, Chiles Relleno, Chilaquiles. Chips and salsa are complimentary with each entree. Come enjoy a margarita made just for you with our house-infused spicy tequila, mezcal or another fine tequila, our award-winning sangria, imported Mexican beers and wines. Family friendly. Kids' menu. Vegetarian and gluten-free dishes are also available. Outdoor patio. Private room for birthdays and functions up to 50 people.

7. Prima

4.8

Exceptional(843)

$$$$Price: Expensive

• Italian • Charlestown

Booked 65 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

8. Trattoria Il Panino

4.5

Awesome(6493)

$$$$Price: Moderate

• Italian • North End

Booked 184 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

9. Union Oyster House

4.5

Awesome(8705)

$$$$Price: Moderate

• Seafood • Faneuil Hall

Booked 115 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.

10. Estella

4.2

Awesome(653)

$$$$Price: Expensive

• American • Beacon Hill

Booked 25 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.

See what locals rave about

From verified diners like you

A
Anna
Greater Boston •2 reviews
5.0
Dined 2 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
D
Denise
Greater Boston •5 reviews
5.0
Dined 3 days ago
The Biltmore was just what the 8 of us were looking for in a casual Valentine's Day celebration. The food is really tasty pub fare and did not disappoint. The Fried Fluffernella dessert was unbelievably wonderful! Our waitress was super attentive, helpful and friendly and anticipated our every need. This place has the perfect neighborhood feel to it and we love going there.
More info
Biltmore Bar & GrillPrice: Moderate• American• Newton
•
4.5
J
Joseph
Greater Boston •12 reviews
5.0
Dined 3 days ago
The food was wonderful. For the first time in a long time I received steak tips that were prepared to the requested doneness and were so flavorful that I did not need to add any seasoning. The services was impeccable and always with a smile.
More info
Garrison HousePrice: Moderate• American• Brookline
•
4.2
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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