Best Restaurants for People Watching in Winthrop

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSeafoodIndianChinesePizzeria

Regions

Boston

Neighborhoods

Back BayCambridgeFaneuil HallFenway–KenmoreFinancial DistrictNorth End

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

Gender-neutral restroomWheelchair access

27 restaurants available nearby

A photo of Lincoln Tavern and Restaurant restaurant

1. Lincoln Tavern and Restaurant

4.7

Exceptional(1501)

$$$$Price: Moderate

• American • South Boston

Booked 70 times today

Located in the heart of South Boston, Lincoln is a classic American tavern that offers guests a welcoming combination of home-spun, American fare alongside a wide variety of rustic, wood-fire-grilled specialties.Built with the intention of being a comfortable meeting spot for locals looking to share stories at the end of their long day, Lincoln draws inspiration from it’s surrounding, hard-working, and uniquely American neighborhood.Revitalizing a nearly forgotten West Broadway space that at one time housed the area’s only department store, Lincoln feels nostalgic. It’s open-air, tiled-floor cafe, grande bar, and soaring, original tin ceilings remind us of a time when dining halls and supper clubs were a way of life.

A photo of The Florentine Cafe restaurant

2. The Florentine Cafe

4.8

Exceptional(648)

$$$$Price: Expensive

• Italian • North End

Booked 48 times today

The Florentine Café is an Italian lunch and dinner café, with a full bar, draft beers, and a great wine selection. Stop by with a friend for drinks and a meal or come to lunch with business colleagues. We now offer outdoor seating, as well as, indoor seating with a great view. When the floor-to-ceiling windows open, they let in a nice breeze, allowing the fresh air to circulate, adding to a beautiful dining experience, in, or out. We also have a separate dining area downstairs that seats up to 50 guests It's perfect for any private event, rehearsal dinner, or business function. The casual atmosphere makes it easy to relax, and enjoy a meal with fine company. Join us, start with complimentary, home-made Focaccia bread and seasoned olive oil, and you must try our signature dish, Ravioli di Aragosta. Other best dishes include, the Fusilli Alla Vodka, Pollo al Limone, and a new favourite, the Salmone D'estate.

3. Quattro

4.6

Exceptional(1402)

$$$$Price: Moderate

• Italian • North End

Booked 32 times today

Quattro Ristorante, Grille & Pizzeria, is restaurateur Frank DePasquale’s forth restaurant in the North End, hence the name which means 4 in Italian. Quattro is also located on the 4 major corners of the North End, Boston’s Famous Italian Neighborhood. Inspired by Italy’s passion for high quality foods prepared with fresh ingredients, Quattro brings delicious foods from simple locally grown ingredients. Frank DePasquale does something few restaurateurs have every tried, melding a full service restaurant that serves wine, beer and cordials with a kitchen equipped with a rotisserie, a char broiler and an authentic Neapolitan brick style pizza oven. Quality has been the only focus and the essential ingredient at Quattro, from the ingredients to the preparation of the food to the service. Quattro’s unique menu appeals to a wide variety of people by touching on all categories, fresh meats, seafood, pork and poultry prepared right in front of your eyes on our custom built rotisserie.

A photo of Waterline – Boston Marriott Long Wharf restaurant

4. Waterline – Boston Marriott Long Wharf

3.8

Excellent(287)

$$$$Price: Expensive

• Contemporary American • Faneuil Hall

Set inside the hotel, Waterline tempts patrons with New England favorites that feature locally sourced ingredients, featuring our award winning New England Clam Chowder alongside a superb drink menu. This waterfront restaurant also showcases breathtaking Long Wharf views from its perch overlooking Boston.

A photo of West End Johnnie's restaurant

5. West End Johnnie's

4.7

Exceptional(748)

$$$$Price: Moderate

• Contemporary American • Faneuil Hall

Booked 14 times today

Johnnie's is a collection of memories for all. Personally autographed pictures and genuine memorabilia of your favorite movie stars, politicians, athletes and musicians. Casual, upscale dining in a great location. Set on the side of the "Old West End" just blocks away from North Station, the TD Bank North Garden, historic Faneuil Hall and Quincy Market. The decor consists of a combination of light and dark woods, copper, brass and luxurious leather with huge floor to ceiling windows that you must see to appreciate. The menu consists of contemporary American classics with various, multi-ethnic influences. We open at 4pm every Tuesday through Saturday for dinner,as well as our famous Reggae brunch from 11am to 3pm on Sundays. We are also open Mondays with Garden events and we do open early for afternoon games and concerts. For reservations of groups larger than 6, please call to check for availability.

6. Fin Point

4.5

Awesome(1117)

$$$$Price: Very Expensive

• Seafood • Financial District

Booked 29 times today

Fin Point Oyster Bar and Grille features a full Raw Bar and renditions of New England classics that are both sophisticated and approachable. The elegant dining room and dynamic bar scene compliment the inviting atmosphere. An instant classic nestled into historic downtown Boston, perfect for power lunches, afterwork drinks, celebrations and private events.Weekend $1 Oyster Special Thursday - Saturday from 2PM-5PM!

7. Cafe Amaro

4.5

Awesome(108)

$$$$Price: Moderate

• Italian • North End

Booked 11 times today

At Cafe Amaro we specialize in making Italian brick-oven pizza in Boston's North End. Be seated outdoors, or in our intimate, relaxed indoor dining room, with tall open windows facing Hanover St. Start off with select cocktails, beer, or fine wine. Enjoy a few small plates with friends while choosing the perfect pizza for you! Finish your stay with an amaro, limoncello, or North Ends favorite, an Espresso Martini, made with home-made cold brew espresso. We're looking forward to having you!

A photo of Para Maria Kitchen and Bar restaurant

8. Para Maria Kitchen and Bar

4.2

Awesome(283)

$$$$Price: Moderate

• Cuban • Seaport

Booked 4 times today

Para Maria embodies the heartwarming experiences of making and breaking bread with family and friends. It is not just a place to eat, but also the sound of laughter and conversation floating above a patio at sunset. It's toasting to the weekend with an ice cold margarita after a long day at work. The sweet drip of a melting paleta. The smell of smoked meats and vegetables on the grill and the lingering spice of the perfect bite that draws you back in for more.

9. Tamo Bistro + Bar

4.2

Awesome(562)

$$$$Price: Expensive

• Contemporary American • Seaport

Booked 5 times today

Featuring contemporary cuisine with a distinctive Boston accent, TAMO Bistro + Bar brings you the best that Boston has to offer with hand-crafted cocktails and stylishly presented food inspired by Boston’s famous ethnic neighborhoods, the bounty of New England farms and the Atlantic Ocean at our doorstep.

A photo of North 26 Bar & Restaurant restaurant

10. North 26 Bar & Restaurant

3.7

Very Good(48)

$$$$Price: Moderate

• American • Faneuil Hall

Booked 1 time today

Enjoy a modern dining experience at our North 26 Restaurant and Bar. We specialize in taking your favorite classic dishes and adding our own modern twists to create dishes you are sure to enjoy. From our chicken parmesan egg rolls to our lobster roll or spicy shrimp pasta, we have something for everyone and invite you sit back, enjoy the view of Faneuil Hall and downtown Boston, and eat to your heart's delight at North 26! You can choose to enjoy it outdoor dining on the patio during the summer, or indoors with a view of Faneuil Hall. For breakfast, lunch, dinner, or evening cocktails and bar bites, look no further than North 26 Restaurant and Bar.

See what locals rave about

From verified diners like you

P
PeteVIP
Greater Boston •6 reviews
5.0
Dined 2 days ago
Great pre-game spot. Service is fast and the food is always fresh and piping hot.
More info
The Florentine CafePrice: Expensive• Italian• North End
•
4.8
M
MirandaVIP
Orlando / Central Florida East •7 reviews
4.0
Dined 4 days ago
Food was good however service was very slow and minimal. Did wait over an hour for our food and drinks. But worth the wait for food
More info
QuattroPrice: Moderate• Italian• North End
•
4.6
D
Dory
Atlanta •4 reviews
4.0
Dined 6 days ago
the waitress gave us a lincoln tavern onesie for my baby and it was so sweet!!!
More info
Lincoln Tavern and RestaurantPrice: Moderate• American• South Boston
•
4.7
D
Deborah
Greater Boston •1 review
5.0
Dined 7 days ago
Great location near TD Garden, nice atmosphere, great service, our waitress was very friendly, food and drinks were good and the price was very reasonable. Would definitely recommend and will definitely come back when in the Boston area again.
More info
West End Johnnie'sPrice: Moderate• Contemporary American• Faneuil Hall
•
4.7
OT
OpenTable Diner
Greater Boston •3 reviews
5.0
Dined on Mar 2, 2025
True experience of Fine Dining! Everything was well cooked, from the appetizer all the way until the dessert!! The service itself was phenomenal. The only thing that was a little unexpected were there was a lot of kids at the time that I went. Other than too many kids in the environment, I would highly recommend to friends and family to dine at this restaurant if you’re looking for a special night out with your partner or your girlfriends!!
More info
Waterline – Boston Marriott Long WharfPrice: Expensive• Contemporary American• Faneuil Hall
•
3.8

Explore OpenTable

Neighborhood
People watching

Winthrop

Dedham
Melrose
Cambridge
Saugus
Brighton
West Cambridge
West Roxbury
Lynn
Burlington
East Boston
Lexington
Theater District
Dorchester
Lincoln
Logan Airport
Winchester
South Boston
Waltham
Wayland
Back Bay