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Best Restaurants for People Watching in Winchester

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33 restaurants available nearby

A photo of Tavern in the Square - Burlington restaurant
1. Tavern in the Square - Burlington
4.6
Exceptional(1771)
Price: Moderate
• American • Burlington
Booked 30 times today
Grab your co-workers, friends, family and go! Burlington, MA is quickly becoming a bustling business hub and Tavern in the Square Burlington is the perfect lunch, brunch or happy hour spot to kick it with co-workers or catch the game with friends. Our menu caters to every appetite big or small. Whether you are looking to sink your teeth into our delicious burgers, unwind with an after work cocktail, or try something healthy like our Gluten Free options, Tavern in the Square has something to satisfy everyone. Located across the parking lot of Burlington Mall, Tavern in the Square is the perfect spot to relax after a day of shopping with one of our 50 ice cold draft beers in the bar or while people watching on our patio.Follow us on Instagram: @taverninthesquare & Twitter: @TavernintheSq
A photo of Nirvana: The Taste of India restaurant
2. Nirvana: The Taste of India
4.7
Exceptional(185)
Price: Moderate
• Indian • Cambridge
Booked 4 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 Lincoln Tavern and Restaurant restaurant
3. Lincoln Tavern and Restaurant
4.7
Exceptional(1491)
Price: Moderate
• American • South Boston
Booked 71 times today
Located in the heart of South Boston, Lincoln is a classic American tavern that offers guests a welcoming combination of home-spun, American fare alongside a wide variety of rustic, wood-fire-grilled specialties.Built with the intention of being a comfortable meeting spot for locals looking to share stories at the end of their long day, Lincoln draws inspiration from it’s surrounding, hard-working, and uniquely American neighborhood.Revitalizing a nearly forgotten West Broadway space that at one time housed the area’s only department store, Lincoln feels nostalgic. It’s open-air, tiled-floor cafe, grande bar, and soaring, original tin ceilings remind us of a time when dining halls and supper clubs were a way of life.
A photo of Beehive restaurant
4. Beehive
4.6
Exceptional(7174)
Price: Expensive
• American • South End
Booked 52 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 Contessa - Boston restaurant
5. Contessa - Boston
4.7
Exceptional(113)
Price: Expensive
• Italian • Back Bay
Booked 53 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 Alden and Harlow restaurant
6. Alden and Harlow
4.7
Exceptional(4883)
Price: Moderate
• American • Cambridge
Booked 85 times today
Located at 40 Brattle Street in Harvard Square, Alden & Harlow serves thoughtfully sourced, honest American food in a subterranean, modern and comfortable space. Replicating the style of cooking he does for family and friends in his home kitchen, Chef Michael Scelfo prepares humble, unpretentious food that honors tradition of place in its quality. It's how he connects with anyone who joins them at their table.While reservations are strongly suggested, we also save a portion of the dining room and bar for walk-ins in the event that your request cannot be accommodated. So please, come on in!Parties of more than 8, please call to make a reservation.
A photo of Branch Line restaurant
7. Branch Line
4.7
Exceptional(2621)
Price: Moderate
• American • Watertown
Hi Friends!Branch Line is a neighborhood rotisserie and wood fired grill in the Watertown Arsenal built on a foundation of personalized hospitality. Featuring a year-round patio. Branch Line offers something for everyone. Twenty taps continuously change and offer a great craft beer selection, while a curated wine list features bottles that are value-driven and also ready for any special occasion.The Crystal Valley Rotisserie Chicken spins and roasts in sight of nearly every table in the dining room while the fire roars under vegetables, fish, and meat. The "Little Chicken" menu is great for kids, too!
A photo of La Pizza & La Pasta - Eataly Boston restaurant
8. La Pizza & La Pasta - Eataly Boston
4.4
Awesome(2189)
Price: Moderate
• Italian • Back Bay
Booked 85 times today
Enjoy La Pizza & La Pasta's signature dishes for takeout or delivery through UberEats, Caviar, DoorDash, and Grubhub. While pizza and pasta are just the tip of the Italian iceberg, there is a reason these two culinary staples are the most beloved exports from Italy. Enjoy Eataly Boston's seasonal selection just steps away from where their expert pasta chefs and dough-slinging pizzaioli (pizza makers) create dishes before your eyes.
A photo of Russell House Tavern restaurant
9. Russell House Tavern
4.6
Exceptional(2822)
Price: Moderate
• American • Cambridge
Booked 46 times today
A New American Tavern, Russell House Tavern is a comfortable gathering spot for every occasion-from casual lunch breaks on the patio to after-work cocktails in the upstairs tavern to functions in the private dining room and everything in between. Russell House Tavern delivers a seasonally-inspired menu of modern interpretations of American classics, including signatures like the R. House Burger, a selection of Tavern Pizzas and Steak Frites among other dishes. To complement the menu, Russell House Tavern serves an interesting collection of all-American wines, including two regional wines on tap, and a locally-driven craft beer selection. The cocktail menu strikes a balance between familiar classics and modern hand-crafted recipes using only fresh juices, homemade syrups and infusions.
A photo of Joe’s On Newbury restaurant
10. Joe’s On Newbury
4.7
Exceptional(3039)
Price: Expensive
• American • Back Bay
Booked 75 times today
Joe’s on Newbury, located on Boston’s historic Newbury Street, offers the comfort food you crave. A staple in the Back Bay for over 35 years, the popular spot serves a New England inspired menu featuring classic dishes and an extensive beverage list. Joe’s on Newbury offers brunch, lunch, and dinner with indoor and outdoor seating as well as an enclosed patio, giving diners the feel of being outside all year long. Delivery and take-out options available.

See what locals rave about

From verified diners like you
From verified diners like you
  • Nancy
    Greater Boston •2 reviews
    5.0
    Dined 1 day ago
    Every staff person we encountered was friendly and accommodating. The food was delicious and we were not rushed at all.
    More info
    Lincoln Tavern and RestaurantPrice: Moderate• American• South Boston
    •
    4.7
  • Charles
    Greater Boston •1 review
    5.0
    Dined 1 day ago
    Exactly what you’d expect from a fun, casual spot. Always great
    More info
    Tavern in the Square - BurlingtonPrice: Moderate• American• Burlington
    •
    4.6
  • Maiyah-Li
    Greater Boston •1 review
    5.0
    Dined 3 days ago
    Not only was the food and atmosphere phenomenal, the staff were amazing. Extremely accommodating. Whitney was also an amazing performer and her bands was just as amazing. I would highly recommend this place, everything went perfect. I can confidently say I will be coming back. Thank you to the beehive for such an amazing time!
    More info
    BeehivePrice: Expensive• American• South End
    •
    4.6
  • Ambassador RiyadVIP
    Washington, D.C. Area •98 reviews
    5.0
    Dined 5 days ago
    Friendly service, great food. The lunch special is exceptional value.
    More info
    Nirvana: The Taste of IndiaPrice: Moderate• Indian• Cambridge
    •
    4.7
  • Ron
    Greater Boston •8 reviews
    5.0
    Dined 5 days ago
    We have heard about Contessa for well over a year and finally got there. It was worth the wait. Ride to the 17th floor of the Newbury and enter another world - one of tastefully sumptuous ambience with superb "welcome to Contessa" service and food to die for. The view is amazing, especially from the tables for two along the windows, but make no mistake, this is not a view restaurant. A little pricey, but fair value, and the food is so delicious that we were sorry when each course came to an end. Parking is a challenge (other than an expensive valet option) but in good weather, nearby garages are less than a 10 minute walk. Give it a try! We are sorry we waited so long to get here.
    More info
    Contessa - BostonPrice: Expensive• Italian• Back Bay
    •
    4.7

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