Massachusetts Vacation Packages

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Your Massachusetts Vacation

Our Massachusetts vacation packages provide an affordable, easy and engaging way to experience all that this exciting destination has to offer. If it's dining and culture you're after, this is the place to be. A trip to Massachusetts wouldn't be complete without exploring some of its most well-known cities, starting with Boston. A couple of the top attractions here include Fenway Park and TD Garden. Hyannis is another favourite city with Massachusetts travellers. Visitors to this destination enjoy Cape Codder Water Park and Cape Cod Inflatable Park. Expedia has everything you need when it comes to planning your Massachusetts vacation. From hotels and flights, to activities and more, we know how to curate a travel experience like no other.

Top vacation 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 modern building with a sign reading "THE HANOVER Theatre" and a decorative fountain in front.

Worcester

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

Gloucester

Gloucester
A street with a restaurant named "Pebbles Restaurant" and a nearby clothing store.

Plymouth

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

Chatham

Chatham
A large house by the water with several boats.

Falmouth

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

Hyannis

Hyannis

Top Massachusetts Vacation Deals

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

Raffles Boston

Back Bay
Save 100% on your flight
CA $1,587
per person
Nov 13 - Nov 16
found 7 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
CA $1,601
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great location. A bit pricey for the size room. Easy to get most places by walking .

Reviewed on Oct 4, 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
Save 100% on your flight
CA $1,722
per person
Nov 13 - Nov 16
found 7 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.4/10 Exceptional! (458 reviews)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
Save 100% on your flight
CA $1,855
per person
Dec 23 - Dec 26
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (485 reviews)
Beautiful hotel Wonderful rooms and kids absolutely loved the vault ! Looking forward to staying again :)

Reviewed on Oct 3, 2026

The Langham, Boston

The Langham, Boston

Downtown Boston
Save 100% on your flight
CA $1,606
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The staff were incredibly helpful & nice. The hotel was beautiful & great location

Reviewed on Oct 4, 2026

Where to stay in Massachusetts

Find the best Massachusetts areas and neighborhoods for the activities you enjoy most.Learn more about Massachusetts
Learn more about Massachusetts
Quincy Market with an American flag, historic buildings, and a clock tower in the background.
Quincy Market with its neoclassical architecture, including columns and a prominent sign.
A historic building with a clock tower, surrounded by modern skyscrapers.
A cityscape with historic buildings, including a prominent clock tower and a modern skyscraper.
Quincy Market with a prominent clock tower, American flag, and a street vendor area.

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.
A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.
A historic building with intricate architecture, a modern skyscraper, and a fountain in a park.
A historic building with intricate architecture, large arched windows, and statues in front.
A historic red brick building with ornate detailing and a clock tower, located at a busy intersection with modern buildings and traffic.
A city skyline with sailboats on a calm body of water.

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.
A city skyline at dusk with illuminated buildings reflecting on the water, a prominent bridge, and a large chain barrier along the waterfront.
A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.
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.

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.
A large brick building with a golden dome, a flagpole with the American flag, and a statue in front.
A large building with a golden dome, red brick walls, and white columns.
A large building with a golden dome, red brick columns, and a staircase leading to the entrance.
A cityscape with a prominent golden dome building, surrounded by lush greenery and a river in the background.
A narrow alley with cobblestone path, brick buildings, and climbing ivy.

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.
A statue of a man on horseback in a park with trees, a clock tower, and brick buildings in the background.
A historic street with red brick buildings, a prominent church steeple, and a clear blue sky.
A metal plaque with the inscription "BOSTON TRAIL" and a decorative emblem.
A brick building with a sign for the Paul Revere House Museum.
A cityscape with a river, historic buildings, and a prominent tower.

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Things to do in Massachusetts

Massachusetts offers a perfect blend of outdoor adventures and romantic getaways, making it an ideal destination for tourists. You can enjoy activities like skiing and music concerts, along with numerous day trips to explore its rich history. The state is home to many attractions, including family-friendly museums and beautiful scenery, ensuring a memorable experience for all visitors.

Shopping

In Massachusetts, explore the vibrant Harvard Square for a mix of shopping and entertainment. For unique finds, visit Raynham Flea Market. Don't forget to stop by Tony's Bakery for delightful treats to take home as souvenirs.

Recreation

At Gillette Stadium, immerse yourself in the energetic sports atmosphere while enjoying a variety of events. The New England Sports Center offers thrilling ice skating experiences for adventure seekers. For a peaceful retreat, visit Waterfront Promenade Park, where you can relax and rejuvenate amidst serene surroundings.

Adventure

At Cape Codder Water Park, dive into thrilling water slides and enjoy family-friendly attractions in a vibrant atmosphere. Explore the scenic Deer Island HarborWalk, perfect for outdoor enthusiasts seeking picturesque views. For a fun-filled evening, head to Orleans Bowling Center, where excitement and adventure await in a lively arcade environment.

Nightlife

Experience the vibrant nightlife of Massachusetts at Cambridge Common, a lively pub perfect for drinks and romance. Alternatively, unwind at Park-9 Dog Bar, where you can enjoy a unique atmosphere that blends fun and relaxation, making it an ideal spot for a memorable 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 offers a perfect blend of outdoor activities, scenic beauty, and romantic getaways, making it ideal for various travellers. Key attractions include beautiful beaches, urban parks, and national/state parks, catering to those seeking cultural experiences and family-friendly adventures. Be sure to explore the best attractions in the area to fully enjoy your vacation in this charming state.

  • Fenway Park: Experience the rich history of Fenway Park, one of the oldest baseball stadiums in the U.S. with its iconic Green Monster. Feel the electric atmosphere during a Red Sox game, and soak in the cultural significance of this landmark.
  • Harvard University: Walk through the historic campus of Harvard University, the oldest institution of higher learning in the U.S. Explore its beautiful architecture, vibrant student life, and art collections, while immersing yourself in the scholarly vibe.
  • TD Garden: Attend a thrilling event at TD Garden, known for hosting major sports, concerts, and conferences. Enjoy the modern amenities and vibrant atmosphere, making it a hub of excitement in the heart of Boston.

Best time to go to Massachusetts

The best time to visit Massachusetts can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Massachusetts falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Massachusetts falls in January and February. February has average visitor numbers and mostly sunny weather.

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.

Massachusetts Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
CA $455
CA $588 total
Oct 31 - Nov 1
includes taxes & fees
9.2/10 Wonderful! (4,861 reviews)
"Had a great stay! Views were awesome. Room was clean and they let us check in way earlier than the standard check-in time. It was a quiet stay which we were grateful for since there was a gala being hosted that weekend. The area did not have a ton of food/drinks nearby but all were within a 10-15 ..."

Reviewed on Oct 5, 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
CA $204
CA $238 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (2,956 reviews)
"the shared bath rooms are well cleaned and maintained."

Reviewed on Oct 5, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
CA $269
CA $362 total
Nov 1 - Nov 2
includes taxes & fees
Seaport Hotel Boston
See all 17,931 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.
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Frequently asked questions

How much does a Massachusetts vacation package cost?
Chart your own course with our Massachusetts vacation packages, which start from only CA $1,587. 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.

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 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.
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 theater scene.
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A public park with a large fountain, surrounded by trees and modern buildings.

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 historic town square with brick buildings, a red bus, and a Harvard sign.

Harvard Square

9.0/10 (3,936 reviews)
With a visit to Harvard Square, a favorite shopping spot in Cambridge, you can search for that perfect souvenir. Experience the fascinating museums and acclaimed art scene in this vibrant area.
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A modern architectural building with a large overhanging roof and a glass facade.

Boston Convention and Exhibition Center

8.8/10 (2,207 reviews)
During your trip, find out what's happening at Boston Convention and Exhibition Center, a top convention center in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
See properties

What to do in Massachusetts

Boston Hop-On Hop-Off Trolley Tour

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

CA $69
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $117
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

CA $51
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
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.