Eastern Massachusetts

Travel Guide

Trinity Church Boston showing heritage architecture, a city and a garden
Boston Public Garden showing signage and a park as well as an individual male
Isabella Stewart Gardner Museum featuring a garden and heritage elements
Old South Church featuring heritage elements, interior views and a church or cathedral
Boston Public Library which includes interior views
Flavors of the sea fill the air here, from bustling, historic Boston to the beaches and towns of the North Shore and Cape Cod.

Visit Eastern Massachusetts to find some of the United States’ oldest towns. In this historic region suffused with a seafaring past, the ocean is everywhere, from food to vacation destinations. Spend a week traveling between heritage sites and beaches or get immersed in the bustling metropolis of Boston, the state capital.

Boston’s 400-year history provides a great introduction to the whole region. Follow the history of the American Revolution along the Freedom Trail to Faneuil Hall and the Paul Revere House. Cross the Charles River to admire the historic buildings of Harvard University. See the fruits of Boston’s cultural might at the Museum of Fine Arts and the unique, beautiful Isabella Stewart Gardner Museum.

Head to the sea, to the working ports and sandy beaches of the North Shore, where Salem evokes the witch trials and literary heritage of Nathaniel Hawthorne. See the birth of America in Plymouth, where the Pilgrims first landed.

In the summer, hop on a ferry or drive to Cape Cod and the sun-soaked delights of Provincetown, right on its tip. Ferry to Martha’s Vineyard and Nantucket Island, where Boston’s elite have been summering for centuries, to enjoy long walks along the windy coast.

Eastern Massachusetts is the most urbanized part of the state, fairly easy to travel around by both auto and public transportation. Boston’s Logan International Airport is one of the largest in the United States. Boston is easily navigable by subway and bus. Commuter rail and ferry connections offer many connections to the North Shore and Cape Cod. Rent a car for exploring smaller towns. Martha’s Vineyard and other islands are accessible by ferry or plane.

End a trip to the Bay State with an authentic Eastern Massachusetts experience, eating lobster, clam chowder and fried clams along Boston Harbor, watching boats operating as they have been doing for centuries.

Where to stay in Eastern Massachusetts

Downtown Boston which includes night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(2,415 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Downtown Boston
Seaport District which includes a city, a river or creek and a high rise building

Seaport District

4.5/5(1,075 area reviews)

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

Seaport District
Back Bay featuring a city, heritage architecture and street scenes

Back Bay

4.5/5(3,595 area reviews)

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

Back Bay
Beacon Hill which includes landscape views

Beacon Hill

5/5(43 area reviews)

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

Beacon Hill
Boston Harbor which includes performance art, music and a bay or harbor

North End

4.5/5(330 area reviews)

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

North End
The “Gas Tank”

Dorchester

3.5/5(537 area reviews)

Consider a visit to John F. Kennedy Presidential Library and Museum and take some time to enjoy the abundant dining options during your time in Dorchester. If you want to see more of the city, jump on the metro at Fields Corner Station or Four Corners/Geneva Ave Station.

Dorchester
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
$167 nightly
The price is $195 total per night from Dec 26 to Dec 27
$195 total
Dec 26 - Dec 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,246 reviews)
Clean room, convenient location.

Reviewed on Dec 22, 2025

Hilton Boston Back Bay
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
$119 nightly
The price is $139 total per night from Dec 29 to Dec 30
$139 total
Dec 29 - Dec 30
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. ...
9.2/10 Wonderful! (6,089 reviews)
Squeaky clean room, wonderful welcome, great staff!

Reviewed on Dec 23, 2025

Harborside Inn Of Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$182 nightly
The price is $212 total per night from Dec 25 to Dec 26
$212 total
Dec 25 - Dec 26
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (4,319 reviews)
Hotel was nice and clean environment? Last night we went the

Reviewed on Dec 22, 2025

Omni Boston Hotel at the Seaport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway

3 out of 5
28 Fenway Boston MA
Stay at this apartment in Boston. Enjoy free WiFi, laundry facilities, and concierge services. Popular attractions Fenway Park and Copley Square are located ...
8.6/10 Excellent! (326 reviews)
Hidden gem.

Reviewed on Dec 14, 2025

Maverick Suites at 28 Fenway
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
8 Harrison Ave Boston MA
Book a stay at this business-friendly aparthotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a 24-hour business center. Our guests praise the helpful ...
7.8/10 Good! (636 reviews)
Very clean, beautiful place. I would stay there again.

Reviewed on Dec 19, 2025

Global Luxury Suites Downtown Boston
Crescent Suites Hotel

Crescent Suites Hotel

3 out of 5
287 Crescent Street Waltham MA
Book a stay at this business-friendly aparthotel in Waltham. Enjoy a fitness center, a business center, and a garden. Our guests praise the helpful staff and ...
9.4/10 Exceptional! (1,144 reviews)
A very nice and spacious room. Clean and comfortable.

Reviewed on Dec 1, 2025

Crescent Suites Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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