Massachusetts Vacations & Trips 2026 from CA $1,293

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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.

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

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

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

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

A large house by the water with several boats.

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

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

Top Massachusetts Vacation Deals

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

The Whitney Hotel

Beacon Hill

Save 100% on your flight

CA $1,293

per person

Nov 12 - Nov 16

found 11 hours ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.6/10 Exceptional! (611 reviews)

Stayed in deluxe room with x2 queen beds. Great size room, plenty of space. Staff were super friendly on reception and in the bar. There was a happy hour 5-6pm for a free drink which was a nice touch. They kindly left a bottle of wine in the room for my birthday too. Would stay again. Location is great for all the sights. Nice area to stay in.

Reviewed on Sep 21, 2026

Boston Harbor Hotel

North End

Save 100% on your flight

CA $1,469

per person

Nov 12 - Nov 16

found 11 hours ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.8/10 Exceptional! (1,014 reviews)

Raffles Boston

Back Bay

Save 100% on your flight

CA $1,582

per person

Nov 12 - Nov 16

found 11 hours ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.6/10 Exceptional! (312 reviews)

The Langham, Boston

Downtown Boston

Save 100% on your flight

CA $1,553

per person

Nov 12 - Nov 16

found 11 hours ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.8/10 Exceptional! (1,007 reviews)

Great hotel, superior service, staff is always helpful. Very happy with the stay as always!

Reviewed on Sep 20, 2026

The Colonnade Hotel Back Bay

Back Bay

Save 100% on your flight

CA $1,633

per person

Nov 5 - Nov 9

found 7 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

9.2/10 Wonderful! (2,454 reviews)

Everything was excellent and I really appreciated.

Reviewed on Sep 20, 2026

Where to stay in Massachusetts

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

Find hotel + flight trips in Downtown Boston

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 stone walls and pointed towers.

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.

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.

Find hotel + flight trips in Back Bay

A waterfront with a large white cruise ship docked, a building with a green dome, and a blue banner.

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.

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.

Find hotel + flight trips in Seaport District

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 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.

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.

Find hotel + flight trips in Beacon Hill

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.

Find hotel + flight trips in North End

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.

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.

Massachusetts Hotel Deals

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Fully refundableReserve now, pay when you stay

CA $490

CA $627 total

Oct 4 - Oct 5

includes taxes & fees

Seaport Hotel Boston

1 Seaport Lane Boston MA

Fully refundableReserve now, pay when you stay

CA $376

CA $486 total

Oct 4 - Oct 5

includes taxes & fees

9.6/10 Exceptional! (5,005 reviews)

"We had a wonderful experience. The staff were warm and inviting. We especially enjoyed breakfast where Ilir made us feel so at home and his attentiveness was very special."

Reviewed on Sep 20, 2026

The Revolution Hotel

40 Berkeley Street Boston MA

CA $370

CA $431 total

Oct 21 - Oct 22

includes taxes & fees

9/10 Wonderful! (2,931 reviews)

"Great spot! Love the location. We loved the attached restaurant as well."

Reviewed on Sep 21, 2026

See all 18,083 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 vacation package cost?

Chart your own course with our Massachusetts vacation packages, which start from only CA $1,293. 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 historic building with a clock tower, a large gate, and a well-maintained lawn.

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 a gazebo, trees, and modern buildings 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 soccer stadium with a crowd of spectators, a goalpost, and players in action.

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 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 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 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.

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What to do in Massachusetts

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

CA $68

per adult

90% of travellers recommend

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $116

per adult

92% of travellers recommend

History and Hauntings of Salem Guided Walking Tour

CA $50

per adult

98% of travellers recommend

See all activities in Massachusetts

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Massachusetts Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Massachusetts Vacation

Top vacation destinations in Massachusetts

Boston

Nantucket

Provincetown

Chatham

Hyannis

Falmouth

Gloucester

Plymouth

Top Massachusetts Vacation Deals

The Whitney Hotel

Boston Harbor Hotel

Raffles Boston

The Langham, Boston

The Colonnade Hotel Back Bay

Where to stay in Massachusetts

Downtown Boston

Back Bay

Seaport District

Beacon Hill

North End

Things to do in Massachusetts

Find the best attractions in Massachusetts

Best time to go to Massachusetts

Tips to save on your trip to Massachusetts

Massachusetts Hotel Deals

Omni Boston Hotel at the Seaport

Seaport Hotel Boston

The Revolution Hotel

Frequently asked questions

Stay near popular Massachusetts attractions

Fenway Park

Harvard University

Boston Common

Gillette Stadium

Copley Square

TD Garden

Harvard Square

Boston Convention and Exhibition Center

What to do in Massachusetts

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

Boston CityPASS®: Admission to Top 4 Attractions

History and Hauntings of Salem Guided Walking Tour

Explore a world of travel with Expedia

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