Eastern Massachusetts

Travel Guide

Trinity Church Boston showing heritage architecture, a city and a garden
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
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.

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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
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
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
Beacon Hill lantern surrounded by lush greenery in Boston during a tranquil afternoon

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
Kenmore Square showing street scenes

Fenway–Kenmore

4.5/5(826 area reviews)

Home to Fenway Park and the Museum of Fine Arts, this vibrant area boasts numerous educational institutions, cultural attractions, and independent shops. Easily accessible via MBTA subway and bus lines, explore Kenmore Square and admire the iconic Citgo sign.

Fenway–Kenmore
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is $218 total per night from Mar 22 to Mar 23
$218 total
per night
Mar 22 - Mar 23
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. ...
9.2/10 Wonderful! (4,506 reviews)
Nice

Reviewed on Mar 11, 2026

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
The price is $198 total per night from Mar 23 to Mar 24
$198 total
per night
Mar 23 - Mar 24
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (3,114 reviews)
Choose the wicked small room and it was perfectly fine for my wife and I.

Reviewed on Mar 12, 2026

Hilton Boston Park Plaza
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is $197 total per night from Mar 19 to Mar 20
$197 total
per night
Mar 19 - Mar 20
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! (6,347 reviews)
Terrific location for seeing the Boston sites!

Reviewed on Mar 12, 2026

Harborside Inn Of Boston
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.
Temple Place Suites

Temple Place Suites

2.5 out of 5
29 Temple Place Boston MA
Stay at this apartment in Boston. Enjoy free WiFi, laundry facilities, and cable TV channels. Popular attractions Boston Common and New England Aquarium are ...
7.2/10 Good! (334 reviews)
Shower was an issue but got it resolved

Reviewed on Feb 26, 2026

Temple Place Suites
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 ...
8/10 Very Good! (667 reviews)
Location is great. Quiet rooms. Easy to get in and out of the building. Easy check in and check out

Reviewed on Feb 25, 2026

Global Luxury Suites Downtown Boston
Edgewater Beach Resort, a VRI resort

Edgewater Beach Resort, a VRI resort

3.5 out of 5
95 Chase Avenue Dennis Port MA
Book a stay at this beach aparthotel in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Pleasant Road Beach and Cape Cod ...
9/10 Wonderful! (308 reviews)
Great staff, very accommodating. I’d recommend & book there in the future.

Reviewed on Mar 9, 2026

Edgewater Beach Resort, a VRI resort
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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