Massachusetts Vacations & Trips from $380

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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 favorite city with Massachusetts travelers. 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 destinations in Massachusetts

Quincy Market showing a city, an administrative buidling and heritage architecture
FlightsFlightsHotelsHotels

Boston

Boston

The Latest Massachusetts Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2 out of 5
Coolidge Corner South Side
Save 100% on your flight
Price was $570, price is now $380 per person
$380
per person
Jan 31 - Feb 7
found 6 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.4/10 Very Good! (268 reviews)
The kitchen isn't fully equipped for cooking. I found some culinary utensils incl. a pan and a pot. But there wasn't any stove to cook. The shops nearby are great incl. Trader Joe's and Maruichi.

Reviewed on Nov 4, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $953, price is now $442 per person
$442
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

The Manchester View

The Manchester View

2.5 out of 5
Save 100% on your flight
Price was $1,391, price is now $845 per person
$845
per person
Feb 18 - Feb 22
found 12 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Albany (ALB)
9.4/10 Exceptional! (772 reviews)
Room very clean comfortable and quiet

Reviewed on Dec 13, 2025

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Save 100% on your flight
Price was $676, price is now $411 per person
$411
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
7.6/10 Good! (102 reviews)
Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌

Reviewed on Oct 27, 2025

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
East Boston
Save 100% on your flight
Price was $781, price is now $535 per person
$535
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.2/10 Wonderful! (1,732 reviews)
It was a bit noisy as the wind was whipping, but view was beautiful with ocean and city lights. Staff was really great!! Helped us with parking etc...

Reviewed on Dec 6, 2025

Where to stay in Massachusetts

Get a lay of the land and find the perfect place to stay Learn more about Massachusetts
Downtown Boston which includes night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(2,415 area reviews)

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 hotels in Downtown Boston

Best Places to Vacation in Massachusetts

1. Find your perfect Boston vacation

Nantucket, Massachusetts is the perfect destination for a beach vacation. With its stunning geography, you can enjoy cocktails and dancing while taking in the beautiful views. Excursions to nearby islands and beach tours are popular activities, and you can explore the island by walking or biking. Nantucket also offers a variety of museums and ferry rides for a unique cultural experience. Whether you're looking for relaxation or adventure, Nantucket has it all. Don't miss out on the vibrant atmosphere and unforgettable experiences that await you on this charming island.

  • Travelers tend to stay 2 days in Boston

2. Experience Nantucket with a travel package

Salem, Massachusetts, is a cultural haven for travelers. With its rich history and stunning architecture, it's a perfect destination for museum enthusiasts and history buffs. The city offers a range of activities such as art tours, walking tours, and shopping. You can also indulge in delicious dining experiences and enjoy the friendly atmosphere. For those looking for a vibrant nightlife, Salem has a variety of bars to choose from. Whether you're interested in exploring museums or immersing yourself in the local culture, Salem has something for everyone.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Nantucket

3. Create memories in Provincetown with a vacation package

Cambridge, Massachusetts is an ideal destination for a family vacation. With its proximity to prestigious universities, museums, and urban attractions, there's plenty to explore. Take a leisurely stroll along the picturesque river, visit world-renowned museums, and marvel at the stunning architecture. For the active family, there are ample opportunities for sports and running. Cambridge also offers a diverse dining scene, perfect for trying out different cuisines. And if you're in the mood for shopping, you'll find a variety of boutiques and shops to browse. Whether you're interested in art, academia, or simply enjoying the local atmosphere, Cambridge has something for everyone.

  • The peak season is from June to August
  • The off-peak season is from November to January
  • Travelers tend to stay 3 days in Provincetown

4. Discover Salem with our vacation deals

Provincetown, located in Massachusetts, offers a unique and diverse atmosphere for outdoor vacation seekers. With its proximity to the ocean, visitors can indulge in delicious seafood and relax on beautiful beaches. The town is also known for its biking trails, providing an opportunity to explore the picturesque surroundings. Provincetown is a small town with a vibrant entertainment scene, boasting theaters and art galleries. It is renowned for being LGBTQ+ friendly, creating a welcoming environment for all travelers. Birdwatching enthusiasts will be delighted by the variety of species found in the area. The town's historic port and monuments offer a glimpse into its rich maritime history, while boating excursions provide an adventurous experience. Whether you're looking for relaxation, entertainment, or outdoor exploration, Provincetown has something for everyone.

  • The peak season is from August to October
  • The off-peak season is from November to January
  • Travelers tend to stay 2 days in Salem

6. Book your ideal Hyannis with a vacation package

Chatham, located in Massachusetts, offers a charming coastal atmosphere perfect for a beach vacation. With its proximity to the sea and port, visitors can enjoy fresh seafood, fishing excursions, and breathtaking sunsets. The town is also known for its trendy shops and vibrant art scene. For sports enthusiasts, Chatham is home to a popular baseball team. However, it's important to note that the area is also known for its shark sightings. Overall, Chatham provides a unique and diverse experience for travelers looking to relax and enjoy the beauty of the beach.

  • The peak season is from June to August
  • The off-peak season is from November to January
  • Travelers tend to stay 2 days in Hyannis

5. Enjoy Cambridge with a travel package

Hyannis, located in Massachusetts, is an ideal destination for a beach vacation. With its proximity to the ocean, visitors can indulge in seafood delicacies and enjoy activities like ferry rides, shopping, and dining. The port area offers opportunities for boating and sports, while the beaches provide a relaxing atmosphere for sunbathing and swimming. Excursions and cafes are also popular among travelers. Whether you're looking for a day at the beach or exploring the local attractions, Hyannis has something to offer for everyone.

  • The peak season is from March to May
  • The off-peak season is from November to January
  • Travelers tend to stay 2 days in Cambridge

Things to do in Massachusetts

Massachusetts offers a delightful mix of outdoor adventures and cultural experiences, perfect for romantic getaways or scenic vacations. Enjoy walking tours, beach excursions, and art tours, or indulge in exciting music concerts and holiday celebrations. For those seeking thrills, ski fields and various outdoor activities abound, ensuring a memorable visit filled with diverse attractions and experiences.

Shopping

Harvard Square offers a vibrant shopping experience with entertainment and family-friendly vibes. For a taste of local culture, visit Chatham Fish Pier, a bustling public market. Don’t miss 1761 Old Mill Gift Shop for unique gifts and souvenirs that capture the charm of Massachusetts.

Recreation

Experience the electric atmosphere at Gillette Stadium, where sports enthusiasts gather for thrilling events. Enjoy a serene musical evening at Tanglewood Music Center, surrounded by nature. For adventure, skate at the New England Sports Center, offering a fun-filled ice skating experience for all ages.

Adventure

Experience the thrill of Cape Cod Inflatable Park with its exciting water attractions, perfect for family fun. Hit the slopes at Jiminy Peak Mountain Resort for skiing and snowboarding adventures. Stroll along the scenic Sandwich Boardwalk, where outdoor beauty meets romantic beach vibes.

Nightlife

Massachusetts offers vibrant nightlife, especially at Cambridge Common and Park-9 Dog Bar, where you can enjoy lively atmospheres filled with entertainment and romantic vibes. These pubs are perfect spots to unwind, socialize, and experience the local nightlife scene in a welcoming environment.

*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 adventures, scenic beauty, and romantic getaways. Visitors can explore stunning beaches, vibrant urban parks, and breathtaking national/state parks. The attractions cater to those seeking cultural experiences, family-friendly activities, and outdoor fun, making it an ideal destination for all types of travelers. Enjoy the diverse offerings while soaking in the charm of this historic state.

  • Fenway Park: Immerse yourself in the rich history of Fenway Park, the oldest ballpark in Major League Baseball. Experience the exhilarating atmosphere of a live baseball game while surrounded by passionate fans. The iconic Green Monster and the park's unique quirks make it a must-visit for sports enthusiasts and culture lovers alike.
  • Harvard University: Stroll through the picturesque campus of Harvard University, the oldest institution of higher education in the U.S. Marvel at its stunning architecture and rich history, while engaging with the vibrant academic culture. Don't miss the chance to explore museums and attend events that showcase innovation and learning.
  • TD Garden: Experience the pulse of Boston at TD Garden, a premier venue for sports and entertainment. Whether catching a Celtics game or a concert, the energy here is contagious. The modern facility hosts various events, blending business vibes with unforgettable experiences for all visitors.

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 to Massachusetts during the low season (December to February) for more affordable options.
  • 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.

Find the Best Massachusetts Vacation Packages

Massachusetts Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Top Sights
New England Aquarium, Boston Common and Cape Cod National Seashore

Massachusetts Hotel Deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
$119 nightly
The price is $139 total per night from Dec 21 to Dec 22
$139 total
Dec 21 - Dec 22
Total with taxes and fees
9.2/10 Wonderful! (6,050 reviews)
Great location

Reviewed on Dec 13, 2025

Harborside Inn Of Boston
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $195 total per night from Dec 21 to Dec 22
$195 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (1,241 reviews)
Staff was fantastic

Reviewed on Dec 8, 2025

Hilton Boston Back Bay
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
$216 nightly
The price is $251 total per night from Jan 1 to Jan 2
$251 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9/10 Wonderful! (4,285 reviews)
Room was neat but too small. We did not liked that we ordered room service thinking they will bring the cart with the food in regular dishes and utensils, like in any hotel of this level, and instead they brought our food in a shopping bag on disposable containers/plastic utensils(???). There was ...

Reviewed on Dec 10, 2025

Omni Boston Hotel at the Seaport
See all 17,447 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Massachusetts vacation package cost?
Explore the best of Massachusetts from as low as $380. Choose from a wonderful selection of flights, rental cars and hotels to suit every budget. Score even better deals when you add some tours or activities to your package.
How do I get a cheap travel package to Massachusetts?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got it all. Pick a combination that best fits you and watch your savings pile up. We know a package deal is never a one-size-fits-all. That's why Expedia offers over 550 airlines and 1,000,000 hotel options throughout the world, which lets you customize your Massachusetts getaway.
Where should I stay in Massachusetts?
To explore fantastic attractions like Fenway Park and TD Garden, Boston is the place to be. Many travelers also rave about Plymouth, home to Plymouth Rock and National Monument to the Forefathers. If you've got an extended vacation in Massachusetts, why not visit both cities?
What are the top hotels in Massachusetts?
Check out Hampton Inn Boston - Logan Airport and The Dagny Boston. They're top picks for many travelers headed to Boston. If Provincetown is on your itinerary, Copley Square Hotel, a FOUND Hotel and Hilton Boston Park Plaza are a couple of popular options.
How far in advance should I book my Massachusetts vacation?
Savvy travelers often book as early as possible. You can normally compare international airfares on Expedia up to a year before your intended flight. If you've left things to the last minute, don't stress. Low prices sometimes appear just weeks before departure.
What does an Expedia Massachusetts travel package include?
You can choose from any combination of flights, hotels and rental cars. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to organizing your ideal Massachusetts trip.
What should I know before booking a Massachusetts travel package?
You'll save plenty with an Expedia travel package. Bundle your airfares, rental cars and hotels and land exciting discounts. Hotels aren't your only option, though. We have beachside villas, rural cottages and even ranches and treehouses!
Can I choose my airline with a Massachusetts Expedia vacation package?
You sure can. We offer more than 550 partner airlines across the globe, so select the carrier that fits your needs.
Does Expedia offer Book Now, Pay Later Massachusetts vacation packages?
Your bank balance shouldn't prevent you from having a fabulous vacation, so Expedia has devised a plan to help. Thanks to our partnership with online lender Affirm, it's easier than ever to book the perfect getaway that won't drain your wallet. Simply Book Now, Pay Later and take the financial strain out of planning for your journey.
If I'm not able to travel, can I cancel my Massachusetts vacation package?
You can cancel your Massachusetts booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Massachusetts

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(2,499 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 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.

Boston Common
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

What to do in Massachusetts

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$79
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Real Pirates Salem Museum General Admission Ticket

Real Pirates Salem Museum General Admission Ticket

$19
per adult
84% of travellers recommend
Real Pirates Salem Museum General Admission Ticket
Built-in 15-minute break at Quincy Market.

The Full Revolutionary Story Epic Small Group Boston Walking Tour

$50
per adult
100% of travellers recommend
The Full Revolutionary Story Epic Small Group Boston Walking Tour
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.