Massachusetts Holidays

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Top destinations in Massachusetts

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

Boston

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

Nantucket

Nantucket
A white house with a red roof on a grassy hill.

Provincetown

Provincetown
A marina with various boats docked, a wooden pier, and houses in the background.

Hyannis

Hyannis
A boat on a calm river, a large house with a red roof, and dense greenery in the background.

Chatham

Chatham
A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

Gloucester

Gloucester

Top Flight + Hotel Deals in Massachusetts

Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Boston

The Godfrey Hotel Boston

Downtown Boston
€1,711
per person
25 Oct - 1 Nov
found 1 day ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.6/10 Exceptional! (5,158 reviews)
I love everything about it, they were very respectful and friendly.

Reviewed on 17 Aug 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
€2,408
per person
25 Oct - 1 Nov
found 1 day ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
€2,779
per person
23 Oct - 29 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (475 reviews)
Overrated

Reviewed on 10 Aug 2026

The Newbury Boston

The Newbury Boston

Back Bay
Save 100% on your flight
€2,638
per person
8 Oct - 15 Oct
found 19 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (702 reviews)
The Newbury is fabulously located across the street from the Public Garden and steps away from the amazing shopping area of Newbury St. Our room was clean and comfortable. The staff was very nice and helpful.

Reviewed on 13 Aug 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
Save 100% on your flight
€2,751
per person
8 Oct - 15 Oct
found 19 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (1,298 reviews)

Where to stay in Massachusetts

Find the best Massachusetts areas for the activities you enjoy most.Learn more about Massachusetts
Learn more about Massachusetts
A nighttime street scene with illuminated trees, a market stall, and historic buildings.
Quincy Market with an American flag, historic buildings, and a clock tower in the background.
A spacious indoor area with a high, arched ceiling and brick walls. There are multiple tables and chairs arranged for seating.
A busy urban street lined with historic theaters, cafes, and modern buildings.
Quincy Market with its neoclassical architecture, including columns and a prominent sign.

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.

A historic building with ornate architecture, a staircase, and a tree in front.
A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.
A street scene with a building displaying a 'SALE' sign, a 'Crane & Co. Paper Makers' sign, and a staircase leading to the entrance.
A grand library with high ceilings, arched windows, and rows of tables and chairs.
A historic building with intricate architecture, a modern skyscraper, and a fountain in a park.

Back Bay

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

A large, illuminated ship docked at a pier with fireworks in the background.
A city skyline at night with illuminated buildings reflecting on the water.
A city skyline at dusk with illuminated buildings and a calm river.
A city skyline with tall buildings and a waterfront.
A waterfront cityscape at dusk with illuminated buildings and a calm river.

Seaport District

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

A brick building with a flag, a street lamp, and greenery.
A narrow alley with brick buildings, green ivy, and street lamps.
A red brick building with a white entrance and a stone wall with a number 81.
A large brick building with a golden dome, a flagpole with the American flag, and a statue in front.
A brick building with black shutters and an American flag.

Beacon Hill

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

A statue of a man on horseback in a park with trees, a clock tower, and brick buildings in the background.
A tree-lined street with a prominent white church steeple in the background.
A church interior with rows of pews, a large organ, and American flags.
A historic street with red brick buildings, a prominent church steeple, and a clear blue sky.
A street sign with multiple directional arrows pointing to various destinations.

North End

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around 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.

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

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
€220
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (4,793 reviews)
"Stayed for 1 night precruise. Was a great location easy to get to port, restaurants, and shops. Very clean, helpful staff and great breakfast. The breakfast sandwich was huge, we were able to share it and it was great!"

Reviewed on 17 Aug 2026

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
€256
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (4,865 reviews)
"Spacious"

Reviewed on 17 Aug 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
€137
20 Aug - 21 Aug
includes taxes & fees
9/10 Wonderful! (2,835 reviews)
"Good location"

Reviewed on 17 Aug 2026

The Revolution Hotel
See all 18,183 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 €1,711. 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.

Stay near popular Massachusetts attractions

A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

Fenway Park

9.2/10 (11,009 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
See properties
A soccer stadium with a crowd of spectators, a goalpost, and players in action.
Photo by The Curious Zephyr

Gillette Stadium

9.0/10 (1,182 reviews)
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theatre scene.
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A classical building with columns and a blue door, surrounded by trees and people walking.

Harvard University

9.2/10 (6,542 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
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A park with manicured hedges, flowering plants, and a city skyline in the background.

Boston Common

9.4/10 (18,299 reviews)
The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.
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A modern building with 'GARDEN' signage, a waterfront, and a cable-stayed bridge.

TD Garden

9.2/10 (7,449 reviews)
Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.
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A historic church with a pointed roof and a large tower, surrounded by modern buildings and a well-maintained park with flowers and trees.

Copley Square

9.4/10 (7,327 reviews)
Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.
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A nighttime street scene with a historic building, street lamps, and a church spire.

Harvard Square

9.0/10 (3,936 reviews)
With a visit to Harvard Square, a favourite shopping spot in Cambridge, you can browse for souvenirs. Experience the acclaimed theatre scene and fascinating museums in this vibrant area.
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What to do in Massachusetts

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

€45
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston: Scenic Harbor Cruise

Boston: Scenic Harbor Cruise (Dog-Friendly)

€28
per adult
100% of travellers recommend
Boston: Scenic Harbor Cruise (Dog-Friendly)
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

€69
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities 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.