Lifestyle
Gray's Guides
Boston

Boston

Escape to one of the oldest cities in the United States, rich with history and culture lurking around every corner. This extremely walkable getaway offers tons to explore, taste, and see. Soak in the Italian roots of the North End, and admire Boston's classic brick facades and New England charm.

Stay

From family-run inns to world-renowned luxury resorts, find a welcoming home away from home.

Hotel Commonwealth

A combination of Colonial and modern design styles near Boston University, Fenway Park and the Museum of Fine arts.

The Liberty Hotel

This former jail is now a boutique hotel with a contemporary American feel (while still lending a gentle nod to the building's history). Enjoy floor to ceiling windows with stunning views of the Charles River.

Boston Harbor Hotel

A city favorite waterfront hotel with an exterior archway looking at the harbor. Rooms have city or water views with large windows for amazing lighting throughout the day.

Four Seasons Hotel Boston

This luxury hotel is perfectly situated alongside the brownstone homes of the Back Bay neighborhood. An ideal base to walk the city.

The Mandarin Oriental

Located on the vibrant Boylston Street, this sophisticated modern hotel has amazing amenities including a chic French bistro, perfect for a sip of champagne or afternoon tea.

The Newbury Boston

Right across the Boston Public Garden, this gorgeous hotel has stunning room, and an amazing Italian rooftop restaurant.

The Langham

With the most luxuriously decorated rooms, settle down and experience a few nights in this magnificent hotel. Enjoy exclusive access to The Langham Club with your stay.

The Envoy Hotel

This modern and stylish hotel with easy access to main attractions, offers stunning views and an exceptional rooftop bar.

The Whitney Hotel

Nestled in the heart of Boston, this hotel offers a warm, home-like atmosphere where guests can fully relax and enjoy a range of top-notch amenities.

Fairmont Copley Plaza Boston

A historic luxury hotel in the heart of Boston, known for its grand architecture, elegant interiors, and rich legacy dating back to 1912.

Eat

Dining out is an essential part of any travel experience. Explore our favorite restaurants, bars, and more.

Contessa Boston

Italian-inspired cuisine, brunch, and wine offered in an opulent rooftop restaurant with city views.

Union Oyster House

Enjoy this historic eatery serving chowder and other New England seafood standards since 1826.

Mike's Pastry

Home of the cannoli, Mike's Pastry is a sweet tooth's dream.

Parker's Restaurant at the Omni Parker House

This Boston staple dates back to 1855, and has hosted several famous visitors like Dickens, Emerson, and Kennedy. It also gave the world Boston cream pie.

Beehive

A perfect spot for brunch, located in the south end; funky, elegant space with live jazz music every day of the week.

Saltie Girl

This simple yet delicious raw bar serves a variety of different seafood dishes.

Drink

Discover our top picks for bars, lounges, and beyond.

Rooftop at The Revere

This chic, open-air lounge at the Revere Hotel offers stunning cocktails, delicious bar bites, and incredible city views.

Lookout Rooftop and Bar

This harborside rooftop is located at the Envoy Hotel. Soak in panoramic views of the city skyline and Boston Harbor.

Tia's

Located in the Boston Marriott Long Wharf, this is the perfect spot to enjoy summer cocktails on the waterfront.

Oak Long Bar + Kitchen

Head to this sophisticated spot in the Fairmont Copley Plaza for farm-to-table American eats and craft drinks.

Alibi

Enjoy delicious cocktails at this stunning lounge, located in the Liberty Hotel.

Beehive

A perfect spot for brunch, located in the south end; funky, elegant space with live jazz music every day of the week.

Deck 12

Located in the Yotel Boston hotel on the 12th floor above the Seaport, soak in stunning views of Downtown Boston and the Waterfront.

The Longfellow Bar

This stylish and chic bar serves an array of different cocktails and small plates.

The Street Bar

Just across from Boston's Public Garden, you'll find an exceptional venue with an incredible atmosphere and breathtaking bar decor.

What to do

Immerse yourself in local activities — including world-class golf courses, beaches, spas, parks, and more.

Boston Public Garden

A large park in the heart of Boston, Massachusetts, adjacent to Boston Common.

Charles River Esplanade

Visit this great park situated in the Back Bay area of the city, on the south bank of the Charles River Basin.

Beacon Hill Books & Café

If you are looking for a good bookstore that also serves as a café, this is the place to be! Beacon Hill Books & Cafe carries a warm atmosphere that allows for a Boston reader to cozy up with a book and some coffee.

Prudential Center

Spend the afternoon exploring the largest local shopping and dining destination.

Boston Copley Place

This premier luxury shopping destination has several high-end retailers; located in Back Bay.

Faneuil Hall Marketplace and Quincy Market

This all-in-one landmark location offers a wide array of grab n' go food, restaurants, and shopping (everything from antiques to the latest fashions).

Newbury Street

Located in Back Bay, walk along 8 blocks filled with trendy boutiques, spas, hotels, and fashionable top restaurants.

Duck Boat Tour

Boston's Duck Boat Tours provide a fun and unique way to explore the city's historic landmarks by both land and water, offering a lively, narrated experience aboard an amphibious vehicle.

Culture

Discover local art museums, theaters, landmarks, festivals, and more.

Isabella Stewart Gardner Museum

Built in the style of a 15th century venetian palace, this museum opened in 1903 and boasts a large collection of European fine art and a picture perfect outdoor courtyard.

ICA (The Institute of Contemporary Art)

Explore this stunning waterfront museum featuring leading visual artists and performances.

Museum of Fine Arts

With more than 100 galleries, this museum showcases some of the most iconic pieces of art.

Explore Boston Photography

Shop Now

Acorn Street Vertical, Beacon Hill, Boston

Acorn Street, Beacon Hill, Boston

Afternoon on the Esplanade, Charles River, Boston

Back Bay Brownstones Vertical, Boston

Back Bay Brownstones, Boston

Back Bay Vertical, Boston

Back Bay, Boston

Beacon Hill and Boston Public Garden

Beacon Hill Books & Café, Boston

Beacon Hill, Boston

Boston College

Boston Common and Public Garden

Boston Common and Public Garden Vertical

Boston Harbor

Boston Light

Boston Light from Above

Boston Public Garden

Boston Public Garden Stroll

Boston Public Garden Vertical

Boston Skyline Triptych

Boston University

Bunker Hill, Boston

Castle Hill on the Crane Estate, Ipswich

Charles River Esplanade, Boston

Charles River, Boston

Commonwealth Ave, Boston

Commonwealth Avenue, Boston

Copley Square, Boston

Crane Beach from Above, Ipswich

Crane Beach Stroll, Ipswich

Crane Beach, Ipswich

Deluca’s Market, Beacon Hill, Boston

Duck Boat Tour, Boston

Faneuil Hall, Boston

Fisherman’s Beach, Swampscott

Graves Lighthouse Vertical, Boston

Graves Lighthouse, Boston

Gray Beach, Manchester-by-the-Sea

Happy Hour, Contessa, Boston

Harbor Boats Vertical, Marblehead

Harbor Boats, Marblehead

Harvard Bridge, Cambridge

Harvard Business School, Boston

Harvard University Campus, Cambridge

Harvard University, Cambridge

Jamaica Pond, Boston

Kenmore Square Overlook, Boston

Kenmore Square Vertical, Boston

Kenmore Square, Boston

Longfellow Bridge, Boston