Massachusetts Holidays

Top destinations in Massachusetts

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

Top Flight + Hotel Deals in Massachusetts

Price found within the past 48 hours. Click for updated prices.

Eurostars The Boxer

West End

€1,115

per person

18 Aug - 25 Aug

found 1 day ago

Return flight included

Dublin (DUB) to Boston (BOS)

8.8/10 Excellent! (1,525 reviews)

I would plan to stay here from now on for all trips to Boston. It was such a convenient location and the hotel/room was BEAUTIFUL. Stayed here after a stressful trip elsewhere and this was the perfect reset I needed for relaxation and sleep. Staff was incredibly nice and so convenient having a restaurant downstairs.

Reviewed on 3 Jul 2026

The Godfrey Hotel Boston

Downtown Boston

€1,385

per person

18 Aug - 25 Aug

found 11 hours ago

Return flight included

Dublin (DUB) to Boston (BOS)

9.4/10 Exceptional! (5,105 reviews)

The staff was above and beyond courteous and accommodating. Rooms wonderful. My new favorite hotel in Boston

Reviewed on 3 Jul 2026

Sea Crest Beach Resort

€2,052

per person

7 Sept - 13 Sept

found 12 hours ago

Return flight included

Dublin (DUB) to Boston (BOS)

7.8/10 Good! (326 reviews)

Amazing place

Reviewed on 1 Jul 2026

Hotel AKA Back Bay

Back Bay

€1,280

per person

18 Aug - 25 Aug

found 1 day ago

Return flight included

Dublin (DUB) to Boston (BOS)

9.4/10 Exceptional! (1,284 reviews)

Staff is the best, and the restaurant is very good.

Reviewed on 1 Jul 2026

Hotel AKA Boston Common

Downtown Boston

€1,410

per person

18 Aug - 25 Aug

found 12 hours ago

Return flight included

Dublin (DUB) to Boston (BOS)

9/10 Wonderful! (1,722 reviews)

The hotel is in a good location, is clean and staff is professional. The beds weren’t that comfortable, no hooks at all anywhere in the bathroom to hang a towel or toiletries bag. There is only 2 drawers to put away clothes. The lighting in the room was not good either. A small lamp one side table and 1 standing lamp. Coffee maker was good but very loud. We’re a family of 4 so all of this made it not as comfortable. It might be fine for 2 people.

Reviewed on 1 Jul 2026

Where to stay in Massachusetts

Find the best Massachusetts areas 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

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.

Find hotel + flight trips in Downtown Boston

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

Back Bay

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

Find hotel + flight trips in Back Bay

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

Seaport District

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

Find hotel + flight trips in Seaport District

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

Beacon Hill

Lose yourself in the charming streetscapes, historic buildings and village-like atmosphere of Boston’s oldest and wealthiest suburbs.

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

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

Find hotel + flight trips in Nantucket Town

Things to do in Massachusetts

Massachusetts offers a delightful mix of outdoor adventures, scenic beauty, and romantic getaways. Visitors can enjoy skiing, attend music concerts, and explore numerous museums. Additionally, the state boasts exciting holiday markets and festive Halloween parties, making it a perfect destination for diverse activities and tours. Whether you're seeking relaxation or adventure, Massachusetts has something for everyone to enjoy.

Shopping

In Massachusetts, visit Faneuil Hall Marketplace for a vibrant mix of shops and entertainment. Don't miss Tony's Bakery for delightful treats, and explore Todd Farm Flea Market for unique finds and local goods, all while soaking up the lively city atmosphere.

Recreation

Tanglewood Music Center invites you to enjoy world-class performances amid the serene Berkshire hills, perfect for music lovers seeking relaxation. Experience the enchanting atmosphere at Orpheum Theater, where captivating shows blend romance and culture. Alternatively, unwind at Waterfront Promenade Park, a tranquil space ideal for wellness and relaxation.

Adventure

Experience thrilling skiing at Wachusett Mountain Ski Area, where you can carve through fresh powder and enjoy stunning mountain views. For family fun, Cape Cod Inflatable Park offers exciting water slides and inflatable attractions, while Apex Entertainment Center provides an exhilarating arcade experience for all ages.

Nightlife

The nightlife in Massachusetts offers a vibrant atmosphere, particularly at Cambridge Common, a charming pub perfect for drinks and romance. Alternatively, Park-9 Dog Bar provides a unique twist with its lively entertainment vibes, making both venues ideal for a delightful evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Massachusetts

Massachusetts is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. With its beautiful beaches, urban parks, and historic colleges, the region offers a rich blend of culture and scenic experiences. Visitors can indulge in family-friendly activities while exploring the diverse attractions that cater to various interests, making it a perfect spot for a memorable vacation.

Fenway Park: Step into the heart of Boston's sporting culture at Fenway Park, one of the oldest baseball stadiums in the United States. Experience the electric atmosphere during a Red Sox game and relish the rich history that permeates every corner of this iconic venue.
Harvard University: Explore the historic grounds of Harvard University, the oldest institution of higher education in the U.S. Stroll through its picturesque campus, soak in the academic vibes, and visit world-renowned museums that showcase art and history.
TD Garden: Attend a thrilling event at TD Garden, Boston's premier venue for sports and entertainment. Whether it's a Celtics basketball game or a concert, the energy here is palpable, making it a quintessential experience in Massachusetts.

Best time to go to Massachusetts

The best time to visit Massachusetts is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January and February are its coolest month on average. At the time of February, visitor numbers are average and weather is mostly sunny.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	27.3°F (-2.6°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	27.3°F (-2.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	38.3°F (3.5°C)	Light Rain	Mostly Sunny	Average	Average
April	47.5°F (8.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	58.3°F (14.6°C)	Light Rain	Mostly Sunny	Average	Average
June	63.3°F (17.400000000000002°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	69.4°F (20.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	70.7°F (21.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	62.4°F (16.900000000000002°C)	Light Rain	Mostly Sunny	Average	Average
October	56.7°F (13.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	38.8°F (3.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	33.6°F (0.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Tips to save on your trip to Massachusetts

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Massachusetts.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Massachusetts

Hyatt Regency Boston/Cambridge

575 Memorial Drive Cambridge MA

€188

2 Aug - 3 Aug

includes taxes & fees

9/10 Wonderful! (2,404 reviews)

"The shuttle is great. The room was fine. Staff was very friendly and location was excellent."

Reviewed on 2 Jul 2026

Seaport Hotel Boston

1 Seaport Lane Boston MA

€222

5 Jul - 6 Jul

includes taxes & fees

9.6/10 Exceptional! (4,494 reviews)

"Great place to stay"

Reviewed on 3 Jul 2026

The Revolution Hotel

40 Berkeley Street Boston MA

Fully refundableReserve now, pay when you stay

€146

5 Jul - 6 Jul

includes taxes & fees

9/10 Wonderful! (2,703 reviews)

"The hotel is conveniently located close to downtown, with plenty of cafés, restaurants, and attractions within walking distance. There is no free parking and offered paid parking by the hotel is 35$ for 24 hrs ( not sure if better options available) The rooms and shared bathrooms were clean, well ..."

Reviewed on 2 Jul 2026

See all 18,498 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 €1,115. 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 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 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.