Best Historic Restaurants in Leather District

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodFrenchIndian

Regions

BostonBoston Metro South

Neighborhoods

Back BayBeacon HillBrooklineCambridgeCharlestownDowntown Crossing

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

Wheelchair access

70 restaurants available nearby

How are Featured results ranked

1. Amber Road

4.7

Exceptional(77)

$$$$Price: Expensive

• American • Financial District

Booked 29 times today

Amber Road, anchored in the center of Boston’s historic Financial District and within the beautiful Exchange at 100 Federal, the restaurant and lounge is downtown’s “It Place to Be.” Celebrate a good day at the office, mingle with colleagues, keep it business casual with an impressive power lunch, toast to success with fine wine & cocktails, or make yourself stand out by renting the space privately for corporate gatherings. The ambiance is the star here. The cozy & refined interior boasts a vibrant display kitchen with a signature rotisserie & wheel crank ovens, an ever present cherry blossom tree at its center, and a glistening 22-seat bar. The menu focuses on dynamic flavors from across the world, and a sophisticated yet fun beverage program has crafts and cocktails alike.

2. Nebo

4.5

Awesome(1780)

$$$$Price: Expensive

• Italian • Seaport

Booked 34 times today

NEBO Cucina & Enoteca serves authentic, home-style Italian cuisine, recipes brought over from Italy's Puglia region to Boston's Atlantic Wharf. NEBO now resides at Boston's premier location in the historic Russian Wharf Building, sitting on the Rose Kennedy Greenway and adjacent to Boston's Financial District, Waterfront, Seaport and North End.Carla and Christine, the chefs /co-owners, are inspired by the home-cooked meals their mother prepared each day when the growing up in the North End. NEBO's menu continues the Italian tradition of sharing amongst family and friends prepared using the freshest ingredients. Enjoy classic Italian dishes ,a variety of pizza , local seafood and drink any of the 100 Italian wines or unique cocktails while surrounded by a view of Boston’s beautiful skyline and the Rose Kennedy Greenway.The Pallotta sisters are the proud winners of “ Throwdown with Bobby Flay” . Guest come from all over the country to enjoy the winning Zucchini Lasagna !

3. Estella

4.3

Awesome(713)

$$$$Price: Expensive

• American • Downtown Crossing

Booked 71 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.

4. Prima

4.7

Exceptional(928)

$$$$Price: Expensive

• Italian • Charlestown

Booked 71 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 Union Oyster House restaurant

5. Union Oyster House

4.5

Awesome(8761)

$$$$Price: Moderate

• Seafood • Faneuil Hall

Booked 100 times today

The Union Oyster House, located on the Freedom Trail, near Faneuil Hall, enjoys the unique distinction of being America's oldest restaurant. This Boston fixture, housed in a building dating back to Pre-Revolutionary days, started serving food in 1826 and has continued ever since with the stalls and oyster bar, where Daniel Webster was a constant customer, in their original positions.

A photo of Trattoria Il Panino restaurant

6. Trattoria Il Panino

4.5

Awesome(6576)

$$$$Price: Moderate

• Italian • North End

Booked 172 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. Ciao Roma

4.8

Exceptional(1099)

$$$$Price: Expensive

• Italian • North End

Booked 56 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.

8. 1928 Beacon Hill

4.6

Exceptional(481)

$$$$Price: Very Expensive

• Contemporary French / American • Beacon Hill

Booked 61 times today

Welcome to 1928 Beacon Hill — where seasonal, eclectic American cuisine meets worldly flavors in a sophisticated, speakeasy-inspired setting. Under the culinary direction of Culinary Director Chris Maxson, our kitchen crafts innovative dishes designed to captivate the senses and elevate your dining experience.Nestled in the heart of historic Beacon Hill, just steps from the iconic Boston Common and the scenic Charles River Esplanade, we offer a destination dining experience for both locals and visitors. Our intimate dining spaces, featuring vintage-inspired décor, create a warm and inviting atmosphere ideal for romantic evenings, gatherings with friends, or special celebrations.Whether you're sipping on our prohibition-era cocktails or savoring world-class wines, 1928 Beacon Hill promises a dining experience that is both memorable and uniquely Boston.

9. Contessa - Boston

4.7

Exceptional(128)

$$$$Price: Expensive

• Italian • Back Bay

Booked 65 times today

Perched atop The Newbury Hotel like a crown jewel, Contessa is a grand destination. Guests are welcomed from morning till night to a sunlit, rooftop restaurant with Art Deco references and mid-century modern detailing, offering sweeping views of Back Bay and the Boston Public Garden. The menu offers a wide variety of delicious options, from feasts of antipasti, carpaccios and pizzas, to pastas and large steaks. A vast wine list, classic cocktails and a selection of dolci punctuate a beautiful meal.

10. Arya Trattoria

4.7

Exceptional(2789)

$$$$Price: Expensive

• Italian • North End

Booked 30 times today

Located in Boston's historic North End, Arya Trattoria features a mix of modern and old world Italian cuisine while paying homage to Massimo family roots from abruzzi influences. The menu is built on a foundation of simple, fresh pastas and antipasti, as well as a healthy dose of grilled meats, fish, and poultry dishes. Well-loved favorites like limoncello marinated shrimp, Cavetelli con Agnello, and massimo's grandmother's Porchetta

See what locals rave about

From verified diners like you

N
Nick
San Francisco Bay Area •3 reviews
5.0
Dined 3 days ago
The meatball pappardelle was good but not great (not enough flavor). The mini tuna taco were really good and would order again. The beef sliders were good, but weren't filling. The chocolate cake was amazing, would get it again in a heartbeat. Barbara was an amazing server and incredibly helpful and kind. Would visit again
More info
Amber RoadPrice: Expensive• American• Financial District
•
4.7
H
HardinVIP
Greater Boston •75 reviews
4.0
Dined 3 days ago
Great Saturday brunch for meeting friends near the Commons! Good range of choice of comfort food. Grits and shrimps were good!
More info
EstellaPrice: Expensive• American• Downtown Crossing
•
4.3
T
Toni
Greater Boston •2 reviews
5.0
Dined 5 days ago
Delicious meal, amazing location, attentive service. We choose Nebo everytime!
More info
NeboPrice: Expensive• Italian• Seaport
•
4.5
J
Joe
Washington, D.C. Area •1 review
4.0
Dined 7 days ago
We were fortunate enough to sit in the JFK booth… excellent service and great food,
More info
Union Oyster HousePrice: Moderate• Seafood• Faneuil Hall
•
4.5
M
MargaretVIP
Chicago / Illinois •1 review
5.0
Dined on Apr 14, 2025
Gluten free Monday was amazing! The focaccia & ricotta was incredible best gluten free food in Boston
More info
PrimaPrice: Expensive• Italian• Charlestown
•
4.7

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