Best Cosy Restaurants in Winchester

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodFrenchIndian

Regions

BostonBoston Metro North

Areas

AllstonArlingtonBack BayBeacon HillBelmontBillerica

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

Dining Options

All dining options

Delivery only

Takeaway only

Seating Options

BarCounterStandardHigh TopOutdoor

Accessibility

Gender-neutral restroomWheelchair access

270 restaurants available nearby

1. Giulia Restaurant

4.8

Exceptional(1824)

$$$$Price: Expensive

• Italian • Cambridge

Booked 36 times today

Giulia is a chef-owned regional Italian restaurant located between Harvard and Porter Squares in Cambridge. It is the first restaurant of award-winning Chef Michael Pagliarini. Its reputation has spread nationally with frequent out of town guests as well as Boston area locals.Giulia puts a particular emphasis on hand-crafted pastas, made each day on our custom-built chef’s table adjacent to the open kitchen.Best of Boston Italian Restaurant. All Italian wine list with unique Italian varietals. Local purveyors, dry aged local beef, burrata di andria, stone milled flours, vegetarian options.Giulia is currently open for indoor dining and limited outdoor dining. We accept reservations up to two weeks in advance. To reserve a patio table, please call us at 617-441-2800. All reservations made online are for indoors only. Kindly note that our patio is uncovered so reservations there are weather dependent and will be canceled in the event of inclement weather.

2. Urban Hearth

4.9

Exceptional(668)

$$$$Price: Very Expensive

• Contemporary American • Cambridge

Booked 4 times today

Urban Hearth is described as a cozy spot with an intimate dining environment. It offers a 'casual yet classy' vibe and is praised for its warm and friendly energy. The restaurant provides a comfortable and relaxed atmosphere for guests, which is perfect for date nights or special occasions. The closeness of tables in the small space enhances the feeling of coziness.

3. Moeca

4.8

Exceptional(585)

$$$$Price: Expensive

• Seafood • Cambridge

Booked 25 times today

Moëca is a neighborhood seafood focused restaurant inspired by Italy and beyond.

A photo of Vintage - Arlington restaurant

4. Vintage - Arlington

4.7

Exceptional(34)

$$$$Price: Moderate

• Café • Arlington

Booked 9 times today

Welcome to our newest tearoom addition in Arlington Center (wine bar - opening in Spring 2025)! Our vision for this location was to create a relaxing and fun environment for friends and loved ones to get together and catchup over a cup of tea and a light meal while savoring the cozy European cafe inspired atmosphere. Set across from the beautiful Robbins Library our Arlington tearoom is an inviting destination to experience after a day browsing books.

5. Bistro 5

4.7

Exceptional(2161)

$$$$Price: Expensive

• Italian • Medford

Booked 6 times today

Bistro 5 is located in Medford, MA just minutes from downtown Boston. "A quintessential neighborhood spot" boasts The Boston Globe.Chef/Owner Vittorio Ettore and his team serve the finest Italian fare with French and Spanish influences while focusing on farm-fresh local ingredients. The ever changing Chef's Tasting Menu keeps Boston's most distinguished palates returning time and again for seasonally fresh dishes that embody the warmth and richness of Chef Vittorio's own hospitality.Bistro 5 also offers a full bar and extensive cocktail and wine list featuring unique wines at exceptional values.The restaurants 2 dining rooms are richly appointed and can accommodate parties of up to 100 guests, making Bistro 5 the perfect venue for your next office party, family gathering, or special event.

A photo of Earls Kitchen + Bar - Assembly Row restaurant

6. Earls Kitchen + Bar - Assembly Row

4.5

Awesome(1823)

$$$$Price: Expensive

• American • Somerville

Booked 67 times today

Welcome to Earls Assembly Row, conveniently located just steps from the AMC Theater and Assembly Row shops. Whether you're catching a movie or enjoying some retail therapy, Earls is the perfect spot to relax and refuel.Our menu is inspired by global flavours, crafted with premium ingredients, and complemented by expertly crafted cocktails and confidently, charming service. Famous for our epic Happy Hours and weekend brunches, which include a must-try Brunch Happy Hour. Earls Assembly Row is also a top destination for large parties and special events. Whether you're here for a casual meal or a celebration, we have the perfect space to make it unforgettable.Your seat is ready—we can’t wait to welcome you!

7. Umami Omakase

4.8

Exceptional(120)

$$$$Price: Very Expensive

• Sushi • Cambridge

Booked 9 times today

Umami Omakase and Sake BarBest Sushi of 2021 & 2023 AwardsTop 50 restaurants in BostonCambridge MASeafood. Japanese food, Beer and WineChef Tasting Menu:Miso SoupSashimi PlatesSushi NigiriToroJapanese Fish; Madai. Kinmedai. Shima-Aji. Kamasu. Akayagara. Hotate. Hokkaido Uni. Kanpachi. Salmon. Unagi. Tuna. Ikura. Tibiko. CaviarJapnaese A5 Wagyu BeefFoie GrasTruffleKitchen specials; Duck breast. ChawanmushiHand Roll / Chirashi bowl Umami DessertSake Tasting/ PairingsFine dingingHigh end restaurantSpecial day, Special dinnerOccasion celebration. Birthday. Anniversary. Graduation. Marriage dinner.Influencer welcomeCatering. Group reservation. Family and kids. Work dinner. Company party.

8. Cafe Escadrille

4.6

Exceptional(4873)

$$$$Price: Expensive

• American • Burlington

Booked 33 times today

Just 15 minutes north of Boston, Cafe Escadrille is a landmark restaurant and neighborhood gem known for its great food, drink, and service. The restaurant offers classic and new American dishes in a lively atmosphere. During the warmer months, you can enjoy cocktails or dine on our outdoor Patio. The Famous Mahogany Bar is one of the few places in the Burlington area serving food late night. If you are looking for a venue for a private event, business event, or a wedding reception, look no further than Café Escadrille. We offer a venue for special events that include full menus, cocktail service, and selections from the restaurant’s extensive wine list, as well as sweet creations from our own in-house pastry chef. Cafe Escadrille has something for everyone!

A photo of black & blue Steak and Crab - Burlington restaurant

9. black & blue Steak and Crab - Burlington

4.7

Exceptional(2377)

$$$$Price: Very Expensive

• Steakhouse • Burlington

Booked 43 times today

black & blue Steak and Crab sets the bar for the New American Steakhouse; elegant yet unpretentious, sophisticated yet approachable. b&b offers an inventive design and an unparalleled, vibrant ambience for you and your guests. Our inspired cuisine coupled with our gracious hospitality is perfect for your special occasion dinner, night out with friends, family gathering or executive business event. black & blue also offers a variety of private rooms and tailor made menus for large groups. We would be happy to help plan your next business meeting or celebratory function. Whether it’s an intimate party, a lavish reception, or an important business meeting, you can be certain the black & blue experience will be effortless and memorable. The Club Room accommodates up to 32 guests for a sit-down meal. The Board Room accommodates up to 12 guests for a sit-down meal. The Communal Table accommodates up to 12 guests at a high-top table adjacent to the lounge for a sit-down meal.

A photo of Margeaux Supper Parlor restaurant

10. Margeaux Supper Parlor

4.3

Awesome(128)

$$$$Price: Expensive

• Contemporary American • Cambridge

Booked 35 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.

‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you

DB
DonnaB
Greater Boston •8 reviews
5.0
Dined 1 day ago
Went to Bistro 5 for dine out Boston. All of the items on the fixed price menu were appealing. The bolognese was excellent.
More info
Bistro 5Price: Expensive• Italian• Medford
•
4.7
OT
OpenTable Diner
Greater Boston •1 review
5.0
Dined 2 days ago
Each dish was delicious with interesting flavors and textures. Wonderful food to share and really savor.
More info
Urban HearthPrice: Very Expensive• Contemporary American• Cambridge
•
4.9
A
Ana María
Mexico City •8 reviews
5.0
Dined 2 days ago
The food is delicious and the service was outstanding
More info
Giulia RestaurantPrice: Expensive• Italian• Cambridge
•
4.8
S
Susanne
Greater Boston •1 review
5.0
Dined 6 days ago
Service was excellent, very kind, friendly and helpful. The food was excellent. It’s a lot, more than it appears.
More info
Vintage - ArlingtonPrice: Moderate• Café• Arlington
•
4.7
E
Eva
Hawaii •1 review
5.0
Dined on 4 Mar 2025
What a lovely dining experience we had. The fish was so fresh and delicious. The food and drinks menu was creative and well-executed, and the service was perfect.
More info
MoecaPrice: Expensive• Seafood• Cambridge
•
4.8

Explore OpenTable

Area
Cozy

Winchester

Chestnut Hill
Duxbury
Dartmouth
Wayland
Beacon Hill
Acton
Tyngsboro
Back Bay
North Reading
East Boston
Chatham
Natick
Wellesley
Allston
Cambridge
Canton
Newburyport
Faneuil Hall
West Roxbury
Logan Airport