Best Historic Restaurants in Brookline

66 restaurants available nearby

A photo of Union Oyster House restaurant

1. Union Oyster House

4.3

Price: Moderate

• Seafood • Faneuil Hall

Booked 101 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.

2. Prima

4.7

Exceptional(719)

Price: Expensive

• Italian • Charlestown

Booked 116 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 Earls Kitchen + Bar - Boston - Prudential Center restaurant

3. Earls Kitchen + Bar - Boston - Prudential Center

4.5

Awesome(3430)

Price: Expensive

• American • Back Bay

Booked 176 times today

Welcome to Earls Prudential, our culinary haven located in the trendy and historic Back Bay district at the iconic Prudential Centre. Set in the midst of Boston's vibrant heritage, our restaurant is conveniently situated near the Hynes Convention Centre and the renowned Fenway Park. Experience an unforgettable dining experience as you step onto our magnificent 4-season year-round rooftop patio. From breathtaking panoramic views to an inviting atmosphere, our rooftop patio is iniviting you no matter the weather. Join us for daily Happy Hour and immerse yourself in our enticing drink features. Whether you're seeking a pre-game celebration or a post-conference gathering, we are the perfect destination. Your table is ready. We can't wait to see you!

4. Estella

4.1

Excellent(571)

Price: Expensive

• American • Beacon Hill

Booked 50 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.

5. Ciao Roma

4.7

Exceptional(1023)

Price: Expensive

• Italian • North End

Booked 41 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.

6. Grill 23 & Bar

4.8

Exceptional(8673)

Price: Very Expensive

• Steak • Back Bay

Booked 181 times today

Brandt family beef, New England seafood, seasonal produce, decadent desserts, a world-class wine list, outstanding service and warm hospitality. A truly American experience. Boston’s top steak and seafood grill for more than 30 years. Consistently named Boston's Best Steakhouse by The Improper Bostonian Magazine and Boston Magazine. A 2000+ bottle wine list that encompasses wines from around the world and is the only Boston recipient of Wine Spectator’s Grand Award.

7. Comfort Kitchen

4.7

Exceptional(597)

Price: Expensive

• Global, International • Dorchester

Booked 26 times today

Nested in Uphams Corner, Dorchester, we're a lively and intimate 30-seat restaurant serving brunch on the weekend and dinner at night with a full bar and outdoor patio. Our food is a celebration of the ingredients and flavors of the African diaspora connected from Asia to the Americas — global comfort food. We are proudly Black-owned, immigrant-owned, and women-owned. We believe that food is a vital aspect of community building and we envision a place that is actively engaged in highlighting the culture, art, and history of our community.- Patio dining: patio reservations are weather-dependent and may be canceled due to inclement weather. Our patios are partially covered protecting from light to moderate rain and light wind. - Timing: dinner's last seating is at 8:45pm and brunch's last seating is at 1:30pm. Your table is reserved for 90 mins for parties of 1-5 guests and 2 hrs for parties of 6+ guests.

8. Mare

4.7

Exceptional(2877)

Price: Expensive

• Italian • North End

Booked 49 times today

Mare, Italian for ‘sea’ , has quickly become this city’s most acclaimed seafood restaurant with accolades such as “One of the Top 80 Tables in the World” by Conde Nast Traveler and “Go to List” Food & Wine. Please visit our new location at 3 Mechanic St.

9. Hojoko

4.6

Exceptional(973)

Price: Expensive

• Japanese • Fenway–Kenmore

Booked 29 times today

Hojoko is a rock n roll izakaya honoring the pulse of Japanese nightlife by serving sushi, robata grilled yakitori and street food small plates paired with craft cocktails, premium sake, wine, and beer. Located directly behind historic Fenway Stadium and walking distance from The MGM Fenway and The House of Blues, Hojoko is the perfect stop before any event. Dishes like our Wagyu Cheeseburger, Wasabi Roulette, and our 48-hour Ramens keep locals and travelers coming back. Several unique spaces in the restaurant make it the perfect place for a business dinner, birthday celebration, or event gathering space.

10. Wusong Road

4.6

Exceptional(552)

Price: Expensive

• Asian • Cambridge

Booked 60 times today

Wusong Road is Boston's premier Tiki Bar serving Chinese American bar bites and tropical Tiki inspired drinks by Chef Jason Doo. Hidden away on 112 Mt. Auburn street in Harvard Square, Wusong Road is located within the beautifully restored 100 year old historic Conductor’s Building and is your tropical escape from the bustling city streets outside. Famous for our hand-made baos, the best crab Rangoon you've ever had and the best Mai Tai in Boston.Wusong Road is a minority and LGBTQ owned business.

See what locals rave about

From verified diners like you

M
Marilynvip
Orlando / Central Florida East •47 reviews
5.0
Dined 1 day ago
The food was really good. We had fresh oysters, clam chowder, sea scallops, fried clams, and Boston creme pie. The server even brought us a serving of cornbread while we were waiting for the food to arrive. Outstanding all around. The booth was a little tight, but hey, its the oldest restaurant in the US, so maybe folks were smaller back then. :-)
More info
Union Oyster HousePrice: Moderate• Seafood• Faneuil Hall
•
4.3
T
Taylor
Greater Boston •1 review
5.0
Dined 2 days ago
Earls went above and beyond to make a special night incredibly special and welcoming
More info
Earls Kitchen + Bar - Boston - Prudential CenterPrice: Expensive• American• Back Bay
•
4.5
M
Michaelvip
Jacksonville / Northeast Florida •12 reviews
5.0
Dined 4 days ago
Excellent food and service. We went on a gluten free Monday due to my wife’s celiac disease. Gluten free or not, the food was fantastic.
More info
PrimaPrice: Expensive• Italian• Charlestown
•
4.7
C
cassidy
Los Angeles •1 review
5.0
Dined 5 days ago
Estella is my favorite downtown spot. Between the music the food and the staff it's always fun, I came in with my friend and we got the thai style calamari for an app so good, came out fresh and hot. My main course i got the rasta pasta with oxtail it was to die for, the pasta tasted home made and fresh the oxtail melted in my mouth 10/10. I ordered a mango mami for my cocktail, it was AMAZZINGGGG i recommend coming if you haven't been !
More info
EstellaPrice: Expensive• American• Beacon Hill
•
4.1
OT
OpenTable Diner
Houston •2 reviews
5.0
Dined 6 days ago
Great experience!! Fabio was amazing and helpful and sweet Our waiter was great too, made sure we had a good time and gave us free dessert for our friends birthday
More info
Ciao RomaPrice: Expensive• Italian• North End
•
4.7

Explore OpenTable

Brookline

Best Historic Restaurants in Brookline

Price

Cuisine

Regions

Areas

Top Rated

Dining Options

Seating options

Accessibility

66 restaurants available nearby

1. Union Oyster House

2. Prima

3. Earls Kitchen + Bar - Boston - Prudential Center

4. Estella

5. Ciao Roma

6. Grill 23 & Bar

7. Comfort Kitchen

8. Mare

9. Hojoko

10. Wusong Road

See what locals rave about

Explore OpenTable