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Best Historic Restaurants in Jamaica Plain

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65 restaurants available nearby

A photo of Prima restaurant
1. Prima
4.7
Exceptional(872)
Price: Expensive
• Italian • Charlestown
Booked 90 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 Estella restaurant
2. Estella
4.2
Awesome(676)
Price: Expensive
• American • Beacon Hill
Booked 83 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 Trattoria Il Panino restaurant
3. Trattoria Il Panino
4.5
Awesome(6522)
Price: Moderate
• Italian • North End
Booked 156 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
4. Union Oyster House
4.5
Awesome(8723)
Price: Moderate
• Seafood • Faneuil Hall
Booked 95 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.
A photo of Contessa - Boston restaurant
5. Contessa - Boston
4.7
Exceptional(118)
Price: Expensive
• Italian • Back Bay
Booked 54 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.
A photo of Ciao Roma restaurant
6. Ciao Roma
4.8
Exceptional(1081)
Price: Expensive
• Italian • North End
Booked 42 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.
A photo of Beehive restaurant
7. Beehive
4.6
Exceptional(7190)
Price: Expensive
• American • South End
Booked 84 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.
A photo of The Haven restaurant
8. The Haven
4.7
Exceptional(1209)
Price: Expensive
• Scottish • Jamaica Plain
Booked 21 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.
A photo of Arya Trattoria restaurant
9. Arya Trattoria
4.7
Exceptional(2775)
Price: Expensive
• Italian • North End
Booked 23 times today
Located in Boston's historic North End, Arya Trattoria features a mix of modern and old world Italian cuisine while paying homage to Massimo family roots from abruzzi influences. The menu is built on a foundation of simple, fresh pastas and antipasti, as well as a healthy dose of grilled meats, fish, and poultry dishes. Well-loved favorites like limoncello marinated shrimp, Cavetelli con Agnello, and massimo's grandmother's Porchetta
A photo of Metropolis Cafe restaurant
10. Metropolis Cafe
4.8
Exceptional(1591)
Price: Expensive
• American • South End
Booked 45 times today
Metropolis Café, nestled in Boston’s Historic South End with views of lively Tremont Street, combines fine dining and warm hospitality at casual prices. Our dinner menu features favorites like Rigatoni, Pan Roasted Natural Chicken with foraged mushroom crème and whipped garlic Yukon potatoes, Sriracha Glazed Brussels Sprouts served with house-made buttermilk ranch and celery salad, and our creamy Risottos. Join us for a beloved neighborhood brunch on weekends, where locals and visitors enjoy a relaxed, cozy atmosphere. Whether you’re stopping by for dinner or a weekend brunch, Metropolis Café offers an unforgettable dining experience in the heart of Boston’s South End.

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