Massachusetts Holidays

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Top destinations in Massachusetts

Top Flight + Hotel Deals in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Faneuil Hall, Boston
Eurostars The Boxer
Staypineapple, A Delightful Hotel, South End
Seaport Hotel Boston
The Dagny Boston

Where to stay in Massachusetts

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

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January27.3°F (-2.6°C)Light RainMostly SunnySlightly LowSlightly Low
February27.3°F (-2.6°C)Light RainMostly SunnyAverageSlightly Low
March38.3°F (3.5°C)Light RainMostly SunnyAverageAverage
April47.5°F (8.6°C)Light RainMostly SunnySlightly HighAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June63.3°F (17.400000000000002°C)Light RainMostly SunnySlightly HighAverage
July69.4°F (20.8°C)Light RainMostly SunnySlightly HighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly High
September62.4°F (16.900000000000002°C)Light RainMostly SunnyAverageAverage
October56.7°F (13.7°C)Light RainMostly SunnyAverageSlightly High
November38.8°F (3.8°C)Light RainMostly SunnySlightly LowAverage
December33.6°F (0.9°C)Light RainMostly SunnySlightly LowSlightly 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

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 €221 per night from 10 Apr to 11 Apr
€221
10 Apr - 11 Apr
includes taxes & fees
9.2/10 Wonderful! (4,549 reviews)
This hotel is clean, the staff are friendly - just a great experience every time I stay here.

Reviewed on 2 Apr 2026

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is €183 per night from 9 Apr to 10 Apr
€183
9 Apr - 10 Apr
includes taxes & fees
9.6/10 Exceptional! (4,126 reviews)
I enjoyed the comfort of my room, the bar and evening meal, and my breakfast in the morning.

Reviewed on 2 Apr 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
The price is €220 per night from 10 Apr to 11 Apr
€220
10 Apr - 11 Apr
includes taxes & fees
8.4/10 Very Good! (3,126 reviews)
The location of the hotel is the BEST! So convenient and close to many things. The staff was friendly, professional, and efficient. Enjoyed using the Gym, very clean and great vibe. Just the staff(server and the front person) at the restaurant were not really friendly or helpful. It could be better ...

Reviewed on 3 Apr 2026

Hilton Boston Park Plaza
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 €1,271. 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.

Popular places to visit

What to do in Massachusetts

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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.