Massachusetts Vacation Packages 2026

Top destinations in Massachusetts

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.

A harbor with boats, waterfront houses, and an American flag.

Where to stay in Massachusetts

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

A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

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.

Find hotel + flight trips in Downtown Boston

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

Back Bay

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.

Find hotel + flight trips in Back Bay

A large, illuminated ship docked at a pier with fireworks in the background.

Seaport District

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.

Find hotel + flight trips in Seaport District

A brick building with a flag, a street lamp, and greenery.

Beacon Hill

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.

Find hotel + flight trips in Beacon Hill

A harbor with several boats, including a red boat named "Kentucky" and a white boat named "Serenity."

Nantucket Town

Discover the charm of Nantucket, a historic New England seaport town, with its museums like the Nantucket Whaling Museum and picturesque landscapes. Enjoy local shops, restaurants, and explore key localities such as Surfside and Siasconset.

Find hotel + flight trips in Nantucket Town

Massachusetts Hotel Deals

Hyatt Regency Boston/Cambridge

575 Memorial Drive Cambridge MA

₩255,769

₩342,275 total

Jul 26 - Jul 27

includes taxes & fees

9/10 Wonderful! (2,416 reviews)

"It's a pity there is no swimming pool."

Reviewed on Jul 6, 2026

Seaport Hotel Boston

1 Seaport Lane Boston MA

Fully refundableReserve now, pay when you stay

₩289,194

₩388,946 total

Jul 26 - Jul 27

includes taxes & fees

9.6/10 Exceptional! (4,530 reviews)

"Was very near to harbour and other amenities . The room was very clean and had everything you could require for a good stay . Ate here on one evening and the food was good and a 15 dollar discount per person, made it even better value . Was not the best location for public transport as seemed to ..."

Reviewed on Jul 6, 2026

The Revolution Hotel

40 Berkeley Street Boston MA

Fully refundableReserve now, pay when you stay

₩243,531

₩283,592 total

Aug 2 - Aug 3

includes taxes & fees

9/10 Wonderful! (2,717 reviews)

"We had another wonderful stay at The Revolution Hotel. Its a lovely hotel, very clean and beautiful! In a perfect area that is centrally located. The shared bathrooms are NOT shared bathrooms. “Shared” sounds very intimidating, but they are actually individual bathroom suites. So you walk into the ..."

Reviewed on Jul 6, 2026

See all 18,505 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 vacation package cost?

Chart your own course with our Massachusetts vacation 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 vacation package with Expedia is a smart way to save. We have access to more than 550 airlines and 1,000,000 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 travelers 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 vacation?

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 vacation 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 vacation package?

We understand — unexpected stuff happens. If you've locked in a Massachusetts vacation 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.