Massachusetts Holidays

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Top destinations in Massachusetts

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

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is €105 per night from 18 Feb to 19 Feb
€105
18 Feb - 19 Feb
includes taxes & fees
9.2/10 Wonderful! (6,233 reviews)
We stay there every trip to Boston for Celtic games. Staff and rooms have always been great.

Reviewed on 12 Feb 2026

Harborside Inn Of Boston
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St Boston MA
Fully refundableReserve now, pay when you stay
The price is €358 per night from 20 Feb to 21 Feb
€358
20 Feb - 21 Feb
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you

Reviewed on 3 Feb 2026

The Langham, Boston
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 €157 per night from 22 Feb to 23 Feb
€157
22 Feb - 23 Feb
includes taxes & fees
9/10 Wonderful! (4,477 reviews)
Staff was amazing

Reviewed on 16 Feb 2026

Omni Boston Hotel at the Seaport
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 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.