Best Restaurants with a Notable Wine List in Winchester

Price

$$
$$$
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Cuisine

AmericanItalianSteakhouseSeafoodFrenchSpanish

Regions

BostonBoston Metro North

Neighborhoods

ArlingtonBack BayBeacon HillBrooklineBurlingtonCambridge

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Accessibility

Wheelchair access

62 restaurants available nearby

How are Featured results ranked

1. Giulia Restaurant

4.8

Exceptional(1851)

$$$$Price: Expensive

• Italian • Cambridge

Booked 24 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.

A photo of Row 34 - Burlington restaurant

2. Row 34 - Burlington

4.8

Exceptional(1817)

$$$$Price: Expensive

• Seafood • Burlington

Booked 51 times today

We’re Row 34. If we could eat oysters and drink beer for every meal period, we probably would. Professionals Only.Our menu changes daily. Visit our website to take a look at our most up to date menus. Row 34 serves up a seafood-heavy menu in an industrial-inspired setting. Chef/Owner Jeremy Sewall's menu offers fish entrees and an extensive oyster selection, along with craft beers and an eclectic wine list. Classic comfort food side dishes round out the menu.Looking for another reservation? Visit one of our sister restaurants: Row 34 Boston, Row 34 Cambridge and Row 34 Portsmouth, NH.

3. Bistro 5

4.7

Exceptional(2164)

$$$$Price: Expensive

• Italian • Medford

Booked 10 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.

4. Cafe Escadrille

4.7

Exceptional(4932)

$$$$Price: Expensive

• American • Burlington

Booked 28 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!

5. Urban Hearth

4.7

Exceptional(704)

$$$$Price: Very Expensive

• Contemporary American • Cambridge

Booked 14 times today

Farm-to-table dining in the comfort of our home: that is the unique experience you will find at Urban Hearth. Located in a cozy North Cambridge storefront, our intimate dining room, knowledgeable, friendly staff, and exquisitely crafted menu are the heart of our dinner service. Join us for a la carte or at our chef's counter where you'll have the pleasure of interacting with Chef Erin Miller while dining. We share a story of culture, community, discovery and home. The globally-inspired, locally-sourced dishes we serve celebrate our rich and complex connection with food. The table is set, whether marking a special occasion or the end of a busy day, we look forward to sharing the evening with you. We welcome private event bookings for graduations, birthdays, weddings and more. To equalize the pay disparity between tipped staff & kitchen staff during our busy times, we add a 5% kitchen appreciation fee to each check. We require 24 hours notice for all cancellations.

A photo of Giacomo's Ristorante - Melrose restaurant

6. Giacomo's Ristorante - Melrose

4.7

Exceptional(1271)

$$$$Price: Moderate

• Italian • Melrose

Booked 22 times today

Giacomo's Ristorante in Melrose provides delicious Italian cuisine in a comfortable, traditional atmosphere. Open for dinner, enjoy convenient parking and large portions of authentic Italian meals suitable for both everyday dining and special occasions. Giacomo's Ristorante offers dishes, including fried calamari, Prince Edward Island mussels, home made Maine crab cakes, cream filled fresh mozzarella over tomato salad with honey-basil vinaigrette and more. There is also arugula salad, veal parmigiana, chicken piccata, grilled beef tenderloin, grilled tuna, pan roasted cod and more, as well as some vegetarian entree options. After dinner, enjoy desserts, such as tiramisu along with coffee or cocktails.

7. Matadora

4.4

Awesome(649)

$$$$Price: Expensive

• Spanish • Woburn

Booked 6 times today

Wood-fired steak & spanish tapasA modern, Spanish-inspired steakhouse with flavorful cuts, exemplary wine and bold drinks. Within a dramatic setting, Matadora blends unique Spanish dishes with classic staples for a unique, bull-stopping dining experience.

8. Tryst Restaurant

4.6

Exceptional(1653)

$$$$Price: Moderate

• Contemporary American • Arlington

Booked 17 times today

Tryst Restaurant serves creative American cuisine, using local and seasonal ingredients.

9. Gran Gusto

4.6

Exceptional(1286)

$$$$Price: Moderate

• Italian • Cambridge

Booked 18 times today

After 8:30 pm the restaurant prefers to take reservations by contacting the restaurant. At Gran Gusto, we pride ourselves on the best quality for a great price.We are a completely in-house production, starting with fresh, basic ingredients in order to create homemade bread to desert.Over 80% of our products come from Italy one time a week such as, olive oil, flour, truffles, specialty cheeses, bufala mozzarella for the Neapolitan-style pizza, ice cream and etc.

A photo of Terra - Eataly Boston restaurant

10. Terra - Eataly Boston

4.5

Awesome(3925)

$$$$Price: Expensive

• Contemporary Italian • Back Bay

Booked 103 times today

Located on the third floor of Eataly Boston, Terra is a unique restaurant inspired by earth and fire. The dining room centers around a wood-burning Italian grill, where the Terra culinary team cooks raw ingredients over burning flames, allowing the simple flavors to shine.In every earthy dish, the fire’s smoked warmth rekindles our fundamental connection to the elements. Plentiful and playful, the grilled plates are perfect to share around the restaurant's rustic tables, especially when paired with seasonal drinks.

See what locals rave about

From verified diners like you

E
ErikVIP
Los Angeles •27 reviews
5.0
Dined 3 days ago
All-Pro as always! Oysters were insane. Cocktails on point. 6 Happy Campers.
More info
Row 34 - BurlingtonPrice: Expensive• Seafood• Burlington
•
4.8
G
Gregory
Greater Boston •11 reviews
5.0
Dined 7 days ago
The food here is exquisite. I had the cavatelli with housemade wild boar sausage. The service was great. The wine list has only a few non-alcohol wines, but I did manage to find a very nice sparkling Albariño.
More info
Bistro 5Price: Expensive• Italian• Medford
•
4.7
F
FrancisVIP
Greater Boston •5 reviews
5.0
Dined 7 days ago
Food and drinks were delicious. Small intimate space. Servers were kind and knowledgeable. Would highly recommend!
More info
Urban HearthPrice: Very Expensive• Contemporary American• Cambridge
•
4.7
T
trudyVIP
Phoenix / Arizona •9 reviews
5.0
Dined on May 21, 2025
Giulia is always amazing and last night did not disappoint! It was fabulous and the food was perfect and so wonderful. We love Giulia and always grateful when we can get a reservation.
More info
Giulia RestaurantPrice: Expensive• Italian• Cambridge
•
4.8
T
Thomas
Greater Boston •1 review
5.0
Dined on May 20, 2025
We had a great experience. The food and service were excellent. The server acknowledged our special occasion and provided a special presentation of our dessert which again acknowledged our special occasion. We were very pleased with our experience.
More info
Cafe EscadrillePrice: Expensive• American• Burlington
•
4.7

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