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Best Date Night Restaurants in Winthrop

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319 restaurants available nearby

How are Featured results ranked

A photo of Ciao Roma restaurant
1. Ciao Roma
4.8
Exceptional(1127)
Price: Expensive
• Italian • North End
Booked 77 times today
Located in Boston's North End, Ciao Roma offers a unique Southern Italian dining experience with a modern touch. Enjoy authentic flavors with dishes made using fresh, seasonal ingredients while also serving classics such as, Pappardelle Bolognese and Chicken Parmigiana. Pair your meal with our curated wine list and refreshing cocktails. And don't forget to try our award winning espresso martini! Join us for our Italian-inspired weekend brunch or dine al fresco on our patio during the summer. Perfect for date night, birthdays, anniversaries, and special occasions, our restaurant provides an elegant setting with views of historic North Square.
A photo of The Red Fox restaurant
2. The Red Fox
4.7
Exceptional(285)
Price: Expensive
• Italian • North End
Booked 41 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.
A photo of Prima restaurant
3. Prima
4.7
Exceptional(991)
Price: Expensive
• Italian • Charlestown
Booked 64 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 Mare restaurant
4. Mare
4.6
Exceptional(3003)
Price: Expensive
• Italian • North End
Booked 51 times today
Mare, Italian for ‘sea’ , has quickly become this city’s most acclaimed seafood restaurant with accolades such as “One of the Top 80 Tables in the World” by Conde Nast Traveler and “Go to List” Food & Wine. Please visit our new location at 3 Mechanic St.
A photo of Row 34 - Boston restaurant
5. Row 34 - Boston
4.7
Exceptional(2514)
Price: Expensive
• Seafood • Seaport
Booked 147 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 (Portsmouth, NH, Burlington, MA & Cambridge, MA).
A photo of Nowon - Boston restaurant
6. Nowon - Boston
4.4
Awesome(52)
Price: Expensive
• Korean • Seaport
Booked 41 times today
Pull up, Seaport — we got you.Nowon’s touchin’ down in Boston, bringing our Korean American Pocha (gastropub-style) vibes straight from NYC. We’re servin’ up elevated comfort food in a low-lit, open-late, hip hop & rap-fueled space — now in the heart of Seaport Boston.Home of NYC’s LEGENDARY Cheeseburger, plus all the Nowon classics:• ‘Chopped Cheese’ Rice Cakes (a must-try)• Jae’s signature CHICKEN BUN• Dank Tater Tots (Honey Garlic Butter or Curry Spiced)Perfect for late nights, brunch, big crews, date nights, dope cocktails, private parties — and the best vibes, all day.Come catch the vibe. Seaport, let’s run it.
A photo of Trade restaurant
7. Trade
4.8
Exceptional(1219)
Price: Expensive
• Greek • Seaport
Booked 29 times today
A revitalizing departure from the everyday. Inspired by the deepest notions of the Greek way of life: relationship-building conversations and connections over the sharing of plates.Our elegant Greek cuisine and wines elicit the romantic notes of moonlit azure seas and crisp Mediterranean breezes. Cocktails that awaken your tastebuds and desserts that stimulate the senses. You will restore yourself and deepen your connection to the people in your life, be they friends, coworkers or family.You've arrived at your destination. Welcome to Trade Boston.
A photo of The Nautilus - Boston Pier 4 restaurant
8. The Nautilus - Boston Pier 4
4.7
Exceptional(358)
Price: Very Expensive
• Pan-Asian • Seaport
Booked 80 times today
Right on the water in the heart of Boston's Seaport with intimate dining rooms, two bars, & the city's best seasonal outdoor patio, the Nautilus Pier 4 (est. 2021) is one of Boston's few 'can't miss' restaurants. Built on the idea that 'Everything is Better' Shared the Nautilus brings it, plain & simple. Featuring ‘New England coastal seafood meets Asian haute street food’ cuisine, culinary inspired seasonal & regional cocktails, 20+ beers, & a "Best Of" Wine Spectator award winning wine & sake list plus a curated energetic soundtrack, & a lively yet neighborly atmosphere. The Nautilus makes the new & unfamiliar feel right at home. Lunch Sat, Sun 12pm to 3pmDinner Mon - Sun 5 to 930 or 10 depending on the day.Reservations recommended. Perfect for specials occasions, large groups, private parties or casual drop ins. First come first serve bar. 300 Pier 4 Boulevard. Right by the ICA
A photo of Estella restaurant
9. Estella
4.2
Awesome(769)
Price: Expensive
• American • Downtown Crossing
Booked 30 times today
Estella Restaurant, a culinary gem in downtown Boston, invites you to an exceptional dining experience that fuses flavors from diverse cultures. Founded by George Brandão in tribute to his extraordinary mother, Estella—a beacon of love and dedication—the restaurant embodies unity and diversity at its core. Our signature dish, the Famous Worrell Oxtail Rasta Pasta, is a harmonious blend of tender oxtail and vibrant Caribbean spices, a must-try for food enthusiasts seeking unique flavors. Estella has been featured in prestigious publications such as Eater Boston's Best Restaurants in Downtown Crossing and Best Cocktail Bars in Boston. Located steps away from iconic landmarks like the Boston Common and the historic Freedom Trail, Estella is the perfect destination for locals and visitors seeking an extraordinary dining experience. Join us, where every dish tells a story and every moment celebrates culture, unity, and culinary artistry.
A photo of Umbria restaurant
10. Umbria
4.6
Exceptional(610)
Price: Very Expensive
• Italian • North End
Booked 23 times today
Coming Soon!

See what locals rave about

From verified diners like you
From verified diners like you
  • PaulaVIP
    Greater Boston •36 reviews
    5.0
    Dined 2 days ago
    Great outdoor patio with an overhang roof in case of rain. Service was quick and very helpful. Overall great work lunch spot.
    More info
    CommitteePrice: Expensive• Mediterranean• Seaport
    •
    4.6
  • Meg
    New York City •1 review
    5.0
    Dined 3 days ago
    Ricky and Silvi are the best duo working together! They made sure my family was treated SO nicely and it was the best night. They were so friendly and everything came out super quickly! The hostess Chloe was also a sweetheart. This is one of my favorite restaurants in all of Boston and I highly recommend. The ambiance is also just amazing and cozy.
    More info
    Ciao RomaPrice: Expensive• Italian• North End
    •
    4.8
  • Isabelle
    Greater Boston •1 review
    5.0
    Dined 3 days ago
    Olandria was a great server and took great care of my friends and I on my birthday. I loved that red fox made me feel special with a birthday treat & card!
    More info
    The Red FoxPrice: Expensive• Italian• North End
    •
    4.7
  • PennyVIP
    Washington, D.C. Area •26 reviews
    5.0
    Dined on Jun 1, 2025
    My group of five absolutely loved our experience. Our food was fantastic, especially the burger and rice cakes, and the ambiance was top-notch. We also had an EXCELLENT server who helped us navigate the different cocktails. Overall we had a fantastic experience and would definitely come again.
    More info
    Nowon - BostonPrice: Expensive• Korean• Seaport
    •
    4.4
  • Sandra
    Washington, D.C. Area •1 review
    5.0
    Dined on May 12, 2025
    Amazing experience really the best way to celebrate my friends birthday. The view and fireplace was so beautiful.
    More info
    Rooftop at the EnvoyPrice: Expensive• Bar / Lounge / Bottle Service• Seaport
    •
    4.1

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