Best Historic Restaurants in West Roxbury

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodFrenchIndian

Regions

Boston

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

Wheelchair access

69 restaurants available nearby

How are Featured results ranked

1. The Haven

4.7

Exceptional(1214)

$$$$Price: Expensive

• Scottish • Jamaica Plain

Booked 18 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. Garrison House

4.4

Awesome(177)

$$$$Price: Moderate

• American • Brookline

Booked 13 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.

3. Punch Bowl

4.1

Excellent(32)

$$$$Price: Expensive

• American • Brookline

Booked 4 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 Sol Azteca Restaurant restaurant

4. Sol Azteca Restaurant

4.9

Exceptional(523)

$$$$Price: Moderate

• Mexican • Back Bay

Booked 16 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.

A photo of Teddy's on the Hill restaurant

5. Teddy's on the Hill

4.3

Awesome(44)

$$$$Price: Moderate

• American • Beacon Hill

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

6. Prima

4.7

Exceptional(947)

$$$$Price: Expensive

• Italian • Charlestown

Booked 74 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.

7. Estella

4.3

Awesome(736)

$$$$Price: Expensive

• American • Downtown Crossing

Booked 58 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.

A photo of Union Oyster House restaurant

8. Union Oyster House

4.5

Awesome(8768)

$$$$Price: Moderate

• Seafood • Faneuil Hall

Booked 106 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.

9. Ciao Roma

4.8

Exceptional(1109)

$$$$Price: Expensive

• Italian • North End

Booked 59 times today

Located in Boston's North End, Ciao Roma offers a unique Southern Italian dining experience with a modern touch. Enjoy authentic flavors with dishes made using fresh, seasonal ingredients while also serving classics such as, Pappardelle Bolognese and Chicken Parmigiana. Pair your meal with our curated wine list and refreshing cocktails. And don't forget to try our award winning espresso martini! Join us for our Italian-inspired weekend brunch or dine al fresco on our patio during the summer. Perfect for date night, birthdays, anniversaries, and special occasions, our restaurant provides an elegant setting with views of historic North Square.

A photo of Trattoria Il Panino restaurant

10. Trattoria Il Panino

4.5

Awesome(6587)

$$$$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.

See what locals rave about

From verified diners like you

M
Mike
New York City •1 review
5.0
Dined on Apr 21, 2025
Had a great post-marathon meal here with friends and family. Good food and the servers were awesome. Attentive, fun and friendly.
More info
Garrison HousePrice: Moderate• American• Brookline
•
4.4
L
LesVIP
Seattle / Eastern Washington •25 reviews
5.0
Dined on Apr 17, 2025
Fun spot in Boston. Authentic Scottish vibe and fare. Lovely lunch outside, fish and chips was perfect. Have to go back for haggis - dinner only!
More info
The HavenPrice: Expensive• Scottish• Jamaica Plain
•
4.7
K
Karen
Greater Boston •25 reviews
5.0
Dined on Apr 4, 2025
Great Cadillac Margaritas! Nachos with guac were tasty too!
More info
Sol Azteca RestaurantPrice: Moderate• Mexican• Back Bay
•
4.9
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
•
4.1

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