Restaurants near Winthrop Square

79 restaurants available nearby

1. Prima

4.8

Exceptional(747)

Price: Expensive

• Italian • Charlestown

Booked 53 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 Tangierino Restaurant restaurant

2. Tangierino Restaurant

3.0

Good(1)

Price: Expensive

• Mediterranean • Charlestown

Booked 1 time today

Tangierino Restaurant & Lounge offers inspired Moroccan cuisine, a full bar, intimate seating, voted most romantic restaurant in Boston.

A photo of Waverly Kitchen and Bar restaurant

3. Waverly Kitchen and Bar

4.8

Exceptional(350)

Price: Expensive

• American • Charlestown

Booked 52 times today

Located in the heart of Charlestown, Boston, just steps away from the Bunker Hill Monument and the Freedom Trail, Waverly Charlestown is a neighborhood restaurant that serves breakfast, lunch, and dinner seven days a week. Join us for a legendary brunch, dinner, and cocktails in our cozy dining room, or grab coffee and lunch on the go. Breakfast and brunch fans, this is for you! You don't want to miss our signature banana bread, housemade corned beef hash, and refreshing and creative cocktails! Come and enjoy a cozy dinner by the fireplace or watch the chef's at work at our kitchen counter. Walk-ins are always accepted at our intimate bar. We're looking forward to seeing you!

A photo of Monument Restaurant & Tavern restaurant

4. Monument Restaurant & Tavern

4.8

Exceptional(147)

Price: Moderate

• American • Charlestown

Booked 58 times today

Welcome to MonumentMonument Restaurant & Tavern, a Charlestown staple, is a lively home base for guests to enjoy creative comfort food, rotating craft beer, a thoughtful wine list, and inventive, refreshing cocktails. As Charlestown’s neighborhood spot, Monument boasts a warm, rustic dining room and bar, a seasonal sidewalk patio, and takeout and delivery options seven days a week.The rustic yet chic interior complements their menu of the same caliber. Wood-fired pizza, lemon-rosemary chicken wings, kung pao Brussels sprouts, and gnocchi bolognese are just a few of the favorite options. Not to mention, our weekend brunch is a hit with Bostonians near and far, with featuring lemon and poppyseed buttermilk pancakes and our signature "Cinnamon Toast Brunch" cocktail.Monument serves brunch, lunch, dinner and is open late and has a lengthy draught beer, cocktail and wine menu.

A photo of Dovetail - Charlestown restaurant

5. Dovetail - Charlestown

4.8

Exceptional(149)

Price: Expensive

• American • Charlestown

Booked 21 times today

We are a neighborhood restaurant & wine bar located in the heart of the Charlestown Navy Yard. Little sister to Brewer's Fork, we focus on wine, house-made pasta and local seafood. We have a large, dog-friendly seasonal patio located on a tree-lined cobblestone walking street. We are located just off the Freedom Trail, steps away from the U.S.S. Constitution Museum & Boston Harbor Walk.

A photo of Trattoria Il Panino restaurant

6. Trattoria Il Panino

4.5

Awesome(6397)

Price: Moderate

• Italian • North End

Booked 201 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.

7. The Red Fox

4.5

Awesome(148)

Price: Expensive

• Italian • North End

Booked 47 times today

The Red Fox is an Italian American restaurant and lounge brought to you by All Day Hospitality Group (Tony & Elaine's, Ciao Roma, Farmacia, Ward 8). The focus of the menu is on handmade pasta and a mix of throwback dishes and Italian classics, with a fantastic cocktail menu with nostalgic martinis and high quality seasonal cocktails, and an excellent wine list. Located in The North End, The Red Fox pays homage to the Italian American neighborhood and some of the great old school establishments in the city.

8. Alcove

4.4

Awesome(1853)

Price: Expensive

• American • West End

Booked 24 times today

A welcoming neighborhood restaurant on the edge of Boston’s West End, Alcove is filled with comfortable American fare with a New England seafood flair & great cocktails from hospitality veteran Tom Schlesinger-Guidelli. Both the airy dining room and large patio look out onto the Charles River & provide spectacular views of the Zakim Bridge. A stones throw away from the Garden, and within walking distance of the North End, Paul Revere House, Faneuil Hall, Freedom Trail, Downtown, Charlestown Navy Yard, USS Constitution, Tea Party ships + museum, Haymarket, Boston Common, Beacon Hill, State House, ferries, & the Greenway. We offer a variety of unique spaces for private groups of 12 to larger groups of 270.

9. Bricco

4.6

Exceptional(6026)

Price: Expensive

• Italian • North End

Booked 93 times today

Bricco’s star has been rising steadily since restaurateur Frank DePasquale revamped the menu to feature modern interpretations of regional Italian dishes. Bricco has garnished superlative reviews from food writers in Boston and around the country – Best Guaranteed Meal in the North End and Best Pasta in Boston just two of the most recent accolades. The talented kitchen team creates “boutique” Italian food, so-called because it is unique, personal and created for a select and sophisticated diner. The food is complemented by an enoteca (wine bar) with an exceptional selection of all-Italian wines. Bricco also offers a sophisticated late night scene. The chic and energetic bar serves up great one of a kind cocktails as well as brick oven pizza with gourmet toppings such as prosciutto and fresh mozzarella from Italy in addition with appetizer selections.

10. Ciao Roma

4.8

Exceptional(1032)

Price: Expensive

• Italian • North End

Booked 50 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.

Dining near Winthrop Square at a glance

Updated on 2024-12-19

Tradesman - Charlestown

4.8

View restaurant

Discover local gems

Exceptional reviews

Search top-rated restaurants

American

Search American restaurants

Average check amount

$40 or less

Search in this price range

See what locals rave about

From verified diners like you

O
OwenVIP
San Francisco Bay Area •2 reviews
5.0
Dined 1 day ago
Amazing ambiance, food, and service. Perfect for a nice date night.
More info
Waverly Kitchen and BarPrice: Expensive• American• Charlestown
•
4.8
K
KARA
San Diego •2 reviews
5.0
Dined 2 days ago
GLUTEN FREE MONDAY NIGHT IS AMAZING!!!!! get some vegan cheese and we will be unstoppable great time- thank you
More info
PrimaPrice: Expensive• Italian• Charlestown
•
4.8
K
Ken
Greater Boston •4 reviews
5.0
Dined on Dec 10, 2024
Two people can never go wrong splitting a wonderful pizza and a salad - the perfect amount of deliciousness!
More info
Monument Restaurant & TavernPrice: Moderate• American• Charlestown
•
4.8
R
Randy
Greater Boston •1 review
5.0
Dined on Dec 10, 2024
Had to squeeze between a few tables to get to our table, but it’s the north end and to be expected
More info
BriccoPrice: Expensive• Italian• North End
•
4.6

Restaurants near Winthrop Square

Price

Cuisine

Top Rated

Dining Options

Seating Options

Accessibility

79 restaurants available nearby

1. Prima

2. Tangierino Restaurant

3. Waverly Kitchen and Bar

4. Monument Restaurant & Tavern

5. Dovetail - Charlestown

6. Trattoria Il Panino

7. The Red Fox

8. Alcove

9. Bricco

10. Ciao Roma

Dining near Winthrop Square at a glance

Tradesman - Charlestown

American

See what locals rave about

Explore OpenTable