Eastern Massachusetts Holidays

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Where to stay in Eastern Massachusetts

Find the best Eastern Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Massachusetts
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

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A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.

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A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.

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A street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

Take a walk through the charming streets, historic buildings and small-town atmosphere of Boston’s oldest and wealthiest suburbs.

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A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

1 out of top 10 points of interest in this area

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.

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Top hotels in Eastern Massachusetts

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
S$325
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (4,729 reviews)
"Amazing hotel, the room feels like it was designed by someone who actually stays in hotels. The staff and amenities are amazing as well"

Reviewed on 10 Aug, 2026

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
S$408
20 Aug - 21 Aug
includes taxes & fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
S$203
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (2,819 reviews)
"Helpful staff, clean and neat accommodations. I chose a room without an en-suite bathroom. I was skeptical at first, but for a weekend stay it worked, I would even go as far as to say that even a week would not be bad with a set up like this. Room is equipped with a nice large shower caddy with towels ..."

Reviewed on 10 Aug, 2026

The Revolution Hotel
See all 16,362 properties in Eastern Massachusetts
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.

Stay near popular Eastern Massachusetts attractions

A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

Fenway Park

9.2/10 (11,009 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
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A soccer stadium with a crowd of spectators, a goalpost, and players in action.
Photo by The Curious Zephyr

Gillette Stadium

9.0/10 (1,182 reviews)
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theatre scene.
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A classical building with columns and a blue door, surrounded by trees and people walking.

Harvard University

9.2/10 (6,542 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
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A park with manicured hedges, flowering plants, and a city skyline in the background.

Boston Common

9.4/10 (18,299 reviews)
The oldest public park in the United States, Boston Common is the ideal place to relax, unwind and soak up some history.
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A modern building with 'GARDEN' signage, a waterfront, and a cable-stayed bridge.

TD Garden

9.2/10 (7,449 reviews)
Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.
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A historic church with a pointed roof and a large tower, surrounded by modern buildings and a well-maintained park with flowers and trees.

Copley Square

9.4/10 (7,327 reviews)
Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.
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A waterfront scene with a boat docked at a pier, a city skyline in the background, and a red and white ferry on the right.

Boston Harbor

9.6/10 (5,623 reviews)
Adore Boston’s charming working harbor from the waterfront or head out by boat to get to know it more intimately.
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What to do in Eastern Massachusetts

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

S$22
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

S$65
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

S$22
per traveller
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
See all activities in Eastern Massachusetts

Frequently asked questions

How much does an Eastern Massachusetts holiday package cost?
From as low as . Yes, you read that correctly. Our Eastern Massachusetts holiday packages are an awesome way to make your dollars go much further. Combine your flights, hotels and rental car and get out and see this popular destination.
How do I get a cheap travel package to Eastern Massachusetts?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got everything you need. Select the combination that best suits you and see your savings grow. We know a package deal is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 hotels across the world, which lets you customize your Eastern Massachusetts adventure.
Where should I stay in Eastern Massachusetts?
Boston is a great place to visit. This city is where you'll find impressive sights such as Fenway Park and Boston Common. Cambridge also draws in many jetsetters eager to check out some of the best attractions in Eastern Massachusetts. They include Harvard Square and Harvard University.
What are the top hotels in Eastern Massachusetts?
When it comes to properties in Boston, Hampton Inn Boston - Logan Airport and Boston Park Plaza are two excellent options. If you're also heading to Provincetown, Hilton Boston Logan Airport and Sheraton Boston, a Marriott Hotel will make you feel right at home.
How far in advance should I book my Eastern Massachusetts holiday?
Savvy travellers often book as early as possible. You can generally browse through international fares on Expedia up to 12 months before your flight. If you're purchasing tickets last minute, don't despair. Discounted prices sometimes appear just weeks prior to departure.
What does an Expedia Eastern Massachusetts travel package include?
Flights, hotels and rental cars — we've got them all. With Expedia, you can create your Eastern Massachusetts package just how you like it. All you have to do is decide just what you need. Once you've made your booking, you can add extras like experiences and activities. The more you bundle, the more you save!
What should I know before booking an Eastern Massachusetts travel package?
A travel package can be easier on the credit card than individually booking everything you need for your getaway. For example, bundle your hotels, flights and rental cars and save a tidy sum. No matter your holiday goals, you're sure to find a package that best suits your budget.
Can I choose my airline with an Eastern Massachusetts Expedia holiday package?
With a holiday package, you're the boss. Whether you want to fly to Eastern Massachusetts in economy or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners across the world.
If I'm not able to travel, can I cancel my Eastern Massachusetts holiday package?
Your situation can change unexpectedly, so yes. You may be able to cancel or amend your Eastern Massachusetts holiday package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your airline, hotel or car rental company may charge additional fees. Need more information? Check out our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.