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Best Restaurants for Outdoor Dining in Winthrop

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67 restaurants available nearby

A photo of Ciao Roma restaurant
1. Ciao Roma
4.8
Exceptional(1081)
Price: Expensive
• Italian • North End
Booked 43 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.
A photo of Monument Restaurant & Tavern restaurant
2. Monument Restaurant & Tavern
4.8
Exceptional(166)
Price: Moderate
• American • Charlestown
Booked 68 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 MIDA - East Boston restaurant
3. MIDA - East Boston
4.6
Exceptional(415)
Price: Moderate
• Italian • East Boston
Booked 45 times today
MIDA by Chef Douglass William's is now open on East Boston's waterfront. Our James Beard Nominated restaurant group is situated directly on the edge of the pier with panoramic views of the downtown Boston Skyline. The restaurant is surrounded by the water on three sides with a massive patio that is perfect for date night and large groups at all hours of the day. Vaulted ceilings, sprawling windows, and a gorgeous lighting profile make this location the perfect destination for all occasions. MIDA East Boston also features a 25 seat bar that is open for walk-ins seven days a week. We are thrilled to be a part of this neighborhood and cannot wait to welcome you into our home. XOXO MIDA
A photo of Del Frisco's Double Eagle Steakhouse - Boston restaurant
4. Del Frisco's Double Eagle Steakhouse - Boston
4.6
Exceptional(6516)
Price: Very Expensive
• Steakhouse • Seaport
Booked 68 times today
Visit Del Frisco’s Double Eagle Steakhouse, one of best places to eat in Boston, nestled in the lavish Seaport District on historical Liberty Wharf. Featuring spectacular harbor views, a sprawling waterfront patio and a grand circular bar, our main dining room is flanked with deep booths and private dining rooms, making it the perfect place for dinner in Boston. The sleek, modern interior features a one-of-a-kind art collection designed to create an extraordinary steakhouse experience.
A photo of YOTEL Roof Bar & Deck 12 restaurant
5. YOTEL Roof Bar & Deck 12
4.4
Awesome(953)
Price: Moderate
• American • Seaport
Booked 13 times today
Reserve a table on our rooftop, outdoor deck with its amazing view of the city, or at our upbeat indoor bar for hand crafted cocktails. This location is the place to be for sunset dinners. The views make it a perfect Instagram post. Brunch, lunch, dinner, cocktails, and wine are the must when visiting and dining 12 stories above the seaport overlooking the beautiful Boston skyline.
A photo of Legal Sea Foods - Harborside restaurant
6. Legal Sea Foods - Harborside
4.6
Exceptional(6554)
Price: Moderate
• Seafood • Seaport
Booked 87 times today
Experience the ultimate in waterfront dining at our flagship Harborside restaurant. Spanning three floors and 20,000 sq ft, it offers classic seafood favorites, patio dining with harbor views, and private event spaces. On the main floor, dine on Boston's best clam chowder, oysters and raw bar, lobster, grilled and fried seafood, as well as steaks, pasta and more!. On a sunny day, enjoy our Harborside patio with direct view of the harbor, the perfect location for a long lunch on a sunny day. The second floor hosts our private events space, where we create memorable events for private parties, corporate functions, or social celebrations. The third-floor rooftop deck, "The Overlook," provides 180-degree views of Boston Harbor, making it the perfect spot to enjoy the best of Boston's seafood, cocktails, and water views from sunrise to sunset. Located in the Seaport District, it's within walking distance to major attractions like the Institute of Contemporary Art and the Boston Convention and Exhibition Center.
A photo of Smith & Wollensky Boston – Atlantic Wharf restaurant
7. Smith & Wollensky Boston – Atlantic Wharf
4.6
Exceptional(4021)
Price: Very Expensive
• Steakhouse • Seaport
Booked 54 times today
Steeped in history with breathtaking views of Boston Harbor. Join us for a classic steakhouse experience with modern flair. Perfect for business or personal occasions with five newly renovated dining rooms, outdoor patio, and bar areas.
A photo of The Daily Catch - Waterfront restaurant
8. The Daily Catch - Waterfront
4.8
Exceptional(827)
Price: Expensive
• Seafood • North End
Booked 42 times today
The Daily Catch, established in 1973, serves Sicilian-style seafood and pasta with fresh fish supplied from our facility on Boston's Fish Pier! Our famous Fried Calamari, Lobster Fra Diavolo, and Black Squid Ink Pasta attract diners from around the world to taste one of Boston's most unique seafood experiences. Sicilian-style family recipes in a casual atmosphere, paired with a curated selection of Sicilian wine and refreshing cocktails, make this location stand out. Located right on Boston's Waterfront on the edge of the North End, we offer indoor dining, bar seating, and outdoor dining on our beautiful covered garden patio! As seen on: Food Network, Travel Chanel, Boston Globe, Boston Mag, Eater, Infatuation, etc! Family-owned since 1973!
A photo of The Playwright restaurant
9. The Playwright
4.7
Exceptional(168)
Price: Expensive
• American • South Boston
Booked 17 times today
From the minds behind the original Playwright Bar and situated on its familiar grounds, emerges the reimagined Playwright of 2024, epitomizing the ever-changing South Boston scene.Step into a new era as The Playwright undergoes a transformation, embracing the spirit of a classic pub while infusing it with contemporary flair. We seamlessly blend the charm of traditional hospitality with the sophistication of upscale comfort cuisine. Immerse yourself in our live music scene every Wednesday through Sunday. Experience emerging artists on Wednesdays, a cover band on Thursdays, DJs on Fridays and Saturdays, and unwind with country music on Sundays.Join us as we raise our glasses to the next chapter of The Playwright.
A photo of Joe’s Waterfront restaurant
10. Joe’s Waterfront
4.5
Awesome(1882)
Price: Expensive
• American • North End
Booked 30 times today
Joe’s Waterfront, nestled at the crown of Boston’s North End Waterfront, showcases the best views of the Boston Harbor amidst some of the city’s most beloved historic landmarks. The menu features creatively flavorful dishes and modern fare made with local ingredients fresh from the ocean, farm, and neighborhood purveyors. Throughout the modernized dining room, nautically themed artwork and décor adorn the walls and surround diners against the gorgeous Boston Harbor backdrop that’s been woven into the story for decades. Upstairs at Joe’s debuts a comfortable new dining, lounge, and bar area with spectacular waterfront views from above. Adjacent to the lounge is a separate private dining area ideal for intimate events. Joe’s Waterfront offers brunch, lunch, and dinner with indoor and outdoor seating. Delivery and take-out options available.

See what locals rave about

From verified diners like you
From verified diners like you
  • Mark
    Greater Boston •6 reviews
    5.0
    Dined 1 day ago
    I enjoyed my experience there very much. The view of the city is incredible. The cocktails were very good and the food is delicious. The staff is also friendly. It is a great place to go and have a snack with a friend.
    More info
    YOTEL Roof Bar & Deck 12Price: Moderate• American• Seaport
    •
    4.4
  • DianeA
    Greater Boston •9 reviews
    4.0
    Dined 1 day ago
    Service was fantastic, our waitress was great she took our drink order delivered and gave us some time to catch up and enjoy our drinks before taking our order. Once our order came she was very attentive throughout. Excellent service from her. We all ordered off the restaurant week menu and opted to add the Oscar style for an additional $20, and we were all disappointed. It was an extra 20 for just sauce we had 1 asparagus cut into 3 pieces 2 or 3 pieces of crab and half a cup of sauce! The plate was swimming in sauce. Had we known we would have not ordered it. The other disappointing order was the creamed corn, I’ve had it multiple times and it was fantastic last night it looked like soup!! Other than that, the steak was cooked perfectly, the truffle fries were amazing!
    More info
    Del Frisco's Double Eagle Steakhouse - BostonPrice: Very Expensive• Steakhouse• Seaport
    •
    4.6
  • Christie
    Austin •3 reviews
    5.0
    Dined 5 days ago
    We had an amazing meal at Ciao Roma. From the cocktails to appetizers, wine and meals everything was delicious.
    More info
    Ciao RomaPrice: Expensive• Italian• North End
    •
    4.8
  • Katiane
    Greater Boston •2 reviews
    5.0
    Dined 7 days ago
    It’s always amazing the food, so delicious, ambience, the vibe it’s really good..
    More info
    Monument Restaurant & TavernPrice: Moderate• American• Charlestown
    •
    4.8
  • OpenTable Diner
    New Orleans / Louisiana •2 reviews
    5.0
    Dined on 4 Mar 2025
    Such a wonderful evening the pizza, carbonara, and desert were excellent! Great service and the views are breathtaking!
    More info
    MIDA - East BostonPrice: Moderate• Italian• East Boston
    •
    4.6

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