Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Greater Boston

Best Historic Restaurants in Winchester

Price
Cuisine
Regions
Areas
Top Rated
Dining Options
Seating options
Accessibility

66 restaurants available nearby

A photo of Margeaux Supper Parlor restaurant
1. Margeaux Supper Parlor
4.3
Awesome(127)
Price: Expensive
• Contemporary American • Cambridge
Booked 23 times today
Margeaux Supper Parlor presents a novel way to experience dinner by telling stories through cuisine. Guests are encouraged to order a themed trio of dishes, larger than tapas and smaller than big plates, to better experience the menu and recreate the familial bonhomie we associate with supper at grandma’s (when you were urged to try a bite of everything!). Recommended wine pairings are served in collections to mirror the entree trios. Margeaux Supper Parlor serves New American cuisine, blending dishes inspired by the two most historic port cities in the country: New Orleans and Boston. Dinner plates include: Tomato & Bacon Jam Deviled Eggs (topped with a fried Maine oyster), Lamb Lollipops with cherry reduction, Pumpkin Ravioli, Beef Wellington, Shrimp & Boursin Grits, and Maple Bourbon Steak Tips.Brunch is also served in themed collections and includes items such as: Quiche Lorraine, Fried Chicken & Sweet Corn Waffle, Eggs Benedict, and a Black Forrest Waffle.
A photo of Premiere on Broadway restaurant
2. Premiere on Broadway
4.0
Excellent(293)
Price: Moderate
• Italian • Somerville
In search of dinner and a show? The Premiere on Broadway is an exciting new restaurant and music venue located in the historic Magoun Square, Somerville. Featuring delicious cuisine, libations, beautiful artwork and fantastic live entertainment. The Premiere serves an array of Italian and American fare. At our 65-seat bar we offer delicious craft beers and an extensive classic Italian cocktail program; featuring negronis, Americanos, and Bellinis. We accept dinner reservations through OpenTable and over the phone. Walk-ins are welcome, but reservations are strongly recommended for full dinner service only. Our bar is first come first serve. Fri and Sat there is a $50 minimum per person for parties of 10 or more. After 8 p.m. I.D.s are checked at the door.For large party inquiries (private events, buyouts, holiday parties etc.) contact owner Koryn Zammuto at koryn.zammuto8@gmail.com.
A photo of The Vintage Tea & Cake Company - Lexington restaurant
3. The Vintage Tea & Cake Company - Lexington
4.7
Exceptional(115)
Price: Moderate
• Afternoon Tea • Lexington
Booked 1 time today
Our new Lexington Tea Room is a beautifully appointed and welcoming space located just off Massachusetts Ave on the corner of Muzzey and Raymond St. Enjoy teatime with friends in our bright, sun filled tea sanctuary. The larger of our two tearooms, on the weekends the Lexington location is a fun, buzzing space welcoming larger groups and parties. For a more intimate experience we recommend visiting during the week or trying our smaller Belmont location. Our tearoom is also ideal for private events 25+ guests. For advanced bookings please email us at vintageteaandcake@gmail.com.
A photo of Nirvana: The Taste of India restaurant
4. Nirvana: The Taste of India
4.7
Exceptional(185)
Price: Moderate
• Indian • Cambridge
Booked 6 times today
Nirvana, an epicurean Indian restaurant in Cambridge presents traditional Indian cuisine with a contemporary flair. We boast a lunch buffet, outdoor seating during the warmer months and a full-service bar with craft cocktails that flatter our flavor rich dishes. Our head chef Paramjit Singh hails from Punjab, India where the tandoor method of cooking originated. He brings over 20 years of experience to our kitchen and combines traditional cooking methods with novel ingredients to create innovative meals for our guests. As an 80-seat restaurant on historic Massachusetts Avenue, Nirvana endeavors to promote a transcendent experience through food, drink and great company.
A photo of Prima restaurant
5. Prima
4.7
Exceptional(871)
Price: Expensive
• Italian • Charlestown
Booked 64 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
6. Trattoria Il Panino
4.5
Awesome(6521)
Price: Moderate
• Italian • North End
Booked 169 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
7. Union Oyster House
4.5
Awesome(8723)
Price: Moderate
• Seafood • Faneuil Hall
Booked 94 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 Estella restaurant
8. Estella
4.2
Awesome(674)
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.
A photo of Ciao Roma restaurant
9. Ciao Roma
4.8
Exceptional(1080)
Price: Expensive
• Italian • North End
Booked 54 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 Contessa - Boston restaurant
10. Contessa - Boston
4.7
Exceptional(118)
Price: Expensive
• Italian • Back Bay
Booked 62 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.

See what locals rave about

From verified diners like you
From verified diners like you
  • RobertVIP
    Greater Boston •40 reviews
    5.0
    Dined 1 day ago
    wonderful experience all around -well made creative cocktails, tasty entrees and great service
    More info
    PrimaPrice: Expensive• Italian• Charlestown
    •
    4.7
  • Angelica
    Greater Boston •1 review
    5.0
    Dined 4 days ago
    Went to Lunch during their first annual crawfish broil and food was amazing. Our waiter Sam was very attentive and provided great service. There was live music and the ambiance was one lovely.
    More info
    Margeaux Supper ParlorPrice: Expensive• Contemporary American• Cambridge
    •
    4.3
  • NandinI
    Greater Boston •2 reviews
    5.0
    Dined 6 days ago
    This was absolutely lovely—the food options were amazing, and they offer such a great variety of teas! Overall, a wonderful experience.
    More info
    The Vintage Tea & Cake Company - LexingtonPrice: Moderate• Afternoon Tea• Lexington
    •
    4.7
  • Yu-fan
    Greater Boston •9 reviews
    4.0
    Dined on 15 Feb 2025
    To be fair, we went on Valentine’s Day, so some chaos was expected. Waiting 30 minutes for a reserved table wasn’t too bad, especially since others waited longer. The food was okay—nothing impressive, but decent. One annoying thing was that they ran out of meatballs and brought us arancini without checking first. We would’ve liked the option to choose something else. Funny enough, about 20 minutes later, a couple who arrived after us got meatballs—maybe they just needed more time to make them. Also, they mistakenly charged us for meatballs instead of arancini, which I didn’t catch. It was only a $1 difference and it’s totally on me (I should check before I leave,) but still, always double-check your bill, especially if they switch an item for you.
    More info
    Premiere on BroadwayPrice: Moderate• Italian• Somerville
    •
    4
  • Ambassador RiyadVIP
    Washington, D.C. Area •99 reviews
    5.0
    Dined on 13 Feb 2025
    Friendly service, great food. The lunch special is exceptional value.
    More info
    Nirvana: The Taste of IndiaPrice: Moderate• Indian• Cambridge
    •
    4.7

Explore OpenTable

Discover
OpenTable
  • About Us
  • Blog
  • Careers
  • Press
More
Our sites
Businesses
  • Delight more diners
  • Restaurant Blog
Join us on
  • Privacy Policy
  • Terms of Use
  • Impressum
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2024 OpenTable International Ltd. Alphabeta Building, 14-18 Finsbury Square, London EC2A 1AH - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo