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Best Historic Restaurants in Winthrop

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67 restaurants available nearby

A photo of Prima restaurant
1. Prima
4.7
Exceptional(871)
Price: Expensive
• Italian • Charlestown
Booked 77 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 Union Oyster House restaurant
2. Union Oyster House
4.5
Awesome(8723)
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.
A photo of Trattoria Il Panino restaurant
3. Trattoria Il Panino
4.5
Awesome(6521)
Price: Moderate
• Italian • North End
Booked 154 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 Estella restaurant
4. Estella
4.2
Awesome(675)
Price: Expensive
• American • Beacon Hill
Booked 56 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 Ciao Roma restaurant
5. Ciao Roma
4.8
Exceptional(1081)
Price: Expensive
• Italian • North End
Booked 52 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 Arya Trattoria restaurant
6. Arya Trattoria
4.7
Exceptional(2776)
Price: Expensive
• Italian • North End
Booked 37 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 Riccardo's restaurant
7. Riccardo's
4.4
Awesome(2763)
Price: Expensive
• Italian • North End
Booked 10 times today
Riccardo's Ristorante is a cozy family run business in the historic North End of Boston, since 1994.Follow the Freedom Trail from Faneuil Hall and Rose Kennedy Greenway, across from Paul Revere's house.Try our infamous ricotta stuffed meatballs-shhh, they are not on the menu but available anytime. In addition to the traditional Italian favorite, Chicken Parmigiano, we are known for our delicious Eggplant Rollatini and Seafood Fra Diavlo. We offer Gluten Free pasta to ensure every guest is included-when you walk in, you are part of the family.
A photo of Ristorante Saraceno restaurant
8. Ristorante Saraceno
4.4
Awesome(1587)
Price: Moderate
• Italian • North End
Booked 17 times today
Born out of our love of fine wines and traditional food, Ristorante Saraceno Italian/Napoletana style cuisine has become the premiere location for fine dining in Boston’s Historic North End. After traveling the Italian regions and sampling different cuisines, we decided to make our way back home and bring Napoli’s best to Boston. Our biggest challenge was finding the right, high-quality ingredients for the dishes we wanted to serve. We are dedicated to offering only the finest and freshest foods. We have also taken great care in assembling a team of only the best chefs and experienced kitchen and dining staff. Come and taste the experience yourself.
A photo of Mare restaurant
9. Mare
4.6
Exceptional(2972)
Price: Expensive
• Italian • North End
Booked 45 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.
A photo of Euno Ristorante restaurant
10. Euno Ristorante
4.8
Exceptional(2508)
Price: Expensive
• Italian • North End
Booked 26 times today
Parties above 7 people are being accepted with special seating arrangements! Please call the restaurant to book your reservation! Nestled in the heart of Boston's historic North End, Euno is a hidden gem serving only the finest in Italian and Mediterranean cuisine and wines. From exquisite Seafood to Osso Bucco to tender Pollo Parmigian our culinary artists will create a delightful dish to satisfy each and every palate. And if it's a taste of Americana you desire, please enjoy our classic Filet Mignon or world famous Boston Lobster (served in-season only). Voted Most Romantic and highly recommended by celebrity chef Rachael Ray, we are open nightly for dinner at 5pm. Buon Appetito. Enjoy! If you need to cancel any reservation, please make sure to call the restaurant in advance.

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