Massachusetts Holidays

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Top destinations in Massachusetts

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Boston

Boston

Where to stay in Massachusetts

Find the best Massachusetts areas for the activities you enjoy most. Learn more about Massachusetts
Learn more about Massachusetts

Downtown Boston

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Harbor and Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Back Bay

Gourmet restaurants interesting history and top sights from Copley Square to Newbury Street – discover Back Bay, a destination also famous for its shopping.

Seaport District

Travellers to Seaport District praise its captivating waterfront views. If you've got some more time to explore, be sure to stop by Boston Harbor and Liberty Wharf.

Beacon Hill

Historical sites, shopping and restaurants highlight some notable features of Beacon Hill. Make a stop by Charles Street or Hatch Shell while you're visiting, and jump aboard the metro at Charles-MGH Station or Park St. Station to get around town.

Photo by Tony Creech
Open Photo by Tony Creech

Nantucket Town

While visiting Nantucket Town, you might make a stop by sights like Nantucket Atheneum and Nantucket Historical Association.

Top hotels in Massachusetts

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is 5.666.431 ₫ per night from 6 Jun to 7 Jun
5.666.431 ₫
7.672.064 ₫ total
6 Jun - 7 Jun
includes taxes & fees
9.2/10 Wonderful! (4,680 reviews)
"Very small rooms, hated the bathroom area no privacy and very expensive hidden fees. Would not stay again."

Reviewed on 2 Jun 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is 3.770.599 ₫ per night from 7 Jun to 8 Jun
3.770.599 ₫
4.390.862 ₫ total
7 Jun - 8 Jun
includes taxes & fees
9/10 Wonderful! (2,642 reviews)
"clean room, smell very clean"

Reviewed on 3 Jun 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is 6.782.339 ₫ per night from 28 Jun to 29 Jun
6.782.339 ₫
8.795.870 ₫ total
28 Jun - 29 Jun
includes taxes & fees
9.6/10 Exceptional! (4,404 reviews)
"This property is perfect! My only complaint is that when I booked it stated that we would have free breakfast and upon arrival they stated that we did not have breakfast included in our stay. Pretty disappointed but it did not take away from the beauty and cleanliness at this hotel"

Reviewed on 1 Jun 2026

Seaport Hotel Boston
See all 18,261 properties in 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.

Frequently asked questions

How much does a Massachusetts holiday package cost?
Chart your own course with our Massachusetts holiday packages, which start from only . Select the flights and hotels that suit your style. Then, add on a couple of tours or activities for an incredible adventure.
How do I get a cheap travel package to Massachusetts?
Creating your own Massachusetts holiday package with Expedia is a smart way to save. We have access to more than 550 airlines and 1null000null000 hotel options spread across the globe. With such a wonderful range to choose from, you'll have no issues putting together your perfect escape.
Where should I stay in Massachusetts?
Boston is a terrific place to include in your itinerary. This is where you'll find impressive sights such as Fenway Park and Boston Common. Cambridge also lures many jetsetters eager to check out some of the best attractions in Massachusetts. Included in these are Harvard Square and Harvard University.
What are the top hotels in Massachusetts?
Look up Hampton Inn Boston - Logan Airport and Boston Park Plaza. They're the first choice for many travellers headed to Boston. If Provincetown is on your itinerary, Hilton Boston Logan Airport and Sheraton Boston, a Marriott Hotel are both popular options.
How far in advance should I book my Massachusetts holiday?
It's difficult to pick the best time for airfares, but we generally say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you're booking late, don't stress. Bargain prices occasionally appear just weeks before departure dates.
What does an Expedia Massachusetts travel package include?
That's up to you. You can choose from a variety of Massachusetts bundles, such as a flight, rental car and hotel. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your dream Massachusetts break looks like, you're sure to save!
What should I know before booking a Massachusetts travel package?
Get ready to save with an Expedia travel package. Bundle your flights, rental cars and hotels and score terrific discounts. You're not restricted to hotels, however. We have oceanfront condos, rural cottages and everything in between!
Can I choose my airline with a Massachusetts Expedia holiday package?
You can, and with over 550 airlines to pick from around the world, you have plenty of choice. Browse the available options and find out which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Massachusetts holiday package?
We understand — unexpected stuff happens. If you've locked in a Massachusetts holiday package and need to change or cancel it, we can help. It's always worth checking out our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to cancel or amend your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Popular places to visit

Fenway Park

Fenway Park

Catch an event at Fenway Park during your trip to Boston. Attend a baseball game in this walkable area.

Fenway Park
Harvard University

Harvard University

Take a campus tour or just explore the area around Harvard University, a top university in Boston. Amble around this vibrant area's riverfront or experience its acclaimed art galleries.

Harvard University
Gillette Stadium

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theatre scene and great live music.

Gillette Stadium

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