Restaurants near Winthrop Square

Price

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AmericanItalianSteakhouseSeafoodFrenchIndian

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

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BarCounterStandardHigh TopOutdoor

Accessibility

Wheelchair access

139 restaurants available nearby

How are Featured results ranked

1. Bistro 5

4.7

Exceptional(2163)

$$$$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.

2. Prima

4.7

Exceptional(939)

$$$$Price: Expensive

• Italian • Charlestown

Booked 79 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.

3. El Tacuba

4.9

Exceptional(20)

$$$$Price: Expensive

• Mexican • Medford

Booked 2 times today

Offering Mexican small plates from recipes that we grew up with, and a full bar with a range of innovative cocktails and local craft beers in a welcoming ambiance.

4. Josephine

4.6

Exceptional(369)

$$$$Price: Moderate

• Italian • Somerville

Booked 31 times today

An homage to the variety in Italian food with a focus on wood fired pizza...Josephine is the latest concept from James Beard nominated Chef Michael Scelfo of smash hits Alden & Harlow, Waypoint, and The Longfellow Bar. Josephine is a celebration of family and food, focused on Italian favorites and simple pleasures.Josephine features deep dish & thin wood fired pizzas and whimsical riffs on classic Italian foods, all set in a lively space. A massive marble bar with craft cocktails, ice cold martinis on tap, and a huge out door space that's dog friendly with an outdoor bar and fire pit will bring you back again and again.

5. Alden and Harlow

4.6

Exceptional(4924)

$$$$Price: Moderate

• American • Cambridge

Booked 102 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.

6. Giulia Restaurant

4.8

Exceptional(1842)

$$$$Price: Expensive

• Italian • Cambridge

Booked 22 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.

7. Pammy's

4.7

Exceptional(2326)

$$$$Price: Very Expensive

• American • Cambridge

Booked 58 times today

Pammy’s is a New American restaurant inspired by the feel of an Italian neighborhood trattoria. Perched between Cambridge’s Central and Harvard Squares, Pammy’s is a cozy yet sophisticated neighborhood destination. For husband and wife team Chris and Pam Willis (who live right up the street), Pammy’s is an extension of their living room. They’ve brought together their love of great food, easy hospitality and chic vibes to create a lively space that is welcoming to all looking for a memorable meal. With dishes that lean heavily on Italian flavors but are not restricted by any rules of the cuisine, the food is unpretentious and delicious. A fireplace wrapped in white ceramic, an oversized salvaged communal table designed for side-by-side dining and rich leather banquets are just some of the design elements that make up Pammy’s charm.We're currently serving a Prix Fixe menu for all reservations. A la carte dining is available for walk-in guests at our bar and in our lounge.

8. Wusong Road

4.7

Exceptional(683)

$$$$Price: Expensive

• Polynesian • Cambridge

Booked 67 times today

Wusong Tiki Bar is Cambridge's local tropical Bar serving Chinese American bar bites and tropical Tiki inspired drinks by Chef Jason Doo. Famous for our hand-made baos, crab Rangoons and the best Mai Tai in Boston. Please note if there are no tables available our ground floor bar and 2nd floor bar are available for guests without bookings--subject to availability and during peak hours there may be a queue.All reservations are for a 90-minute experience, and we kindly ask that you respect the guests who follow.Wusong Road is a minority and LGBTQ owned business.

9. Harvest

4.6

Exceptional(5311)

$$$$Price: Expensive

• Contemporary American • Cambridge

Booked 78 times today

A steady Harvard Square presence for almost 50 years, Harvest embodies the ever-evolving spirit of Cambridge and deep respect for culinary tradition. Our seasonal menus marry the innovation of contemporary cooking with a timeless respect for American culinary traditions and an emphasis on local farmers and purveyors. Our spacious bar, fireside dining, and hidden gem of a patio each offer a welcome reprieve from the fast-paced world happening just outside our doors.Serving Lunch, Dinner, and Saturday/Sunday Brunch with seating on our seasonal outdoor Garden Terrace. We highly recommend making a reservation; outside tables are available weather permitting and may be requested but cannot be reserved or guaranteed. Harvest offers Private Dining from 15 to 60 people. Sit-down lunches, dinners, and receptions are just some of the Private Functions Harvest can provide.

A photo of Fioritaly Trattoria restaurant

10. Fioritaly Trattoria

4.8

Exceptional(772)

$$$$Price: Expensive

• Italian • Medford

Booked 16 times today

The name “Fiore” originated from Chef Gabriele Ascione’s grandfather, who shaped his love for Ischian history and food. Ischia, a small island off of Naples, boasts a rich and vibrant local history that is recreated in the cuisine at Fioritaly. Each meal has been carefully selected and refined by Chef Gabriele Ascione, who inspires to showcase the essence of local Italian dishes from home.

Dining near Winthrop Square at a glance

Updated on 4/29/2025

El Tacuba

4.9

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From verified diners like you

K
kellyVIP
Greater Boston •3 reviews
5.0
Dined 1 day ago
Absolutely charming atmosphere, beautiful location. the food was outstanding, service was great!
More info
PrimaPrice: Expensive• Italian• Charlestown
•
4.7
M
Mahek
Greater Boston •27 reviews
5.0
Dined 1 day ago
Service was a bit slow esp after ordering initial round of drinks. It was two glasses of wine and a cocktail. It wasn’t entirely full in the bar area or main but took 15 min. Desserts were awesome.
More info
Alden and HarlowPrice: Moderate• American• Cambridge
•
4.6
P
Peter
Greater Boston •2 reviews
4.0
Dined 4 days ago
Great restaurant, very trendy, attentive service and delicious food, pricey
More info
Pammy'sPrice: Very Expensive• American• Cambridge
•
4.7
A
Abby
Greater Boston •6 reviews
5.0
Dined 5 days ago
Excellent food and drink choices. Service was a bit slow but it was a Friday evening. Would definitely go back.
More info
JosephinePrice: Moderate• Italian• Somerville
•
4.6
J
Jeana
Greater Boston •4 reviews
5.0
Dined on Apr 18, 2025
We enjoyed our first visit to Bistro5 and look forward to returning. Very good food and service. We appreciated the variety on the menu, with a mix of standards and creative items. The team seems to take pride in their work.
More info
Bistro 5Price: Expensive• Italian• Medford
•
4.7

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