Massachusetts Vacations & Trips from $696

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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

Beacon Hill which includes a city and street scenes
FlightsFlightsHotelsHotels

Boston

Boston

The Latest Massachusetts Vacation Packages

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

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
Aug 18 - Aug 25
found 2 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,014 reviews)
Overall is good to stay, and will come back again.

Reviewed on Jun 9, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Very convenient to a number of fun places.

Reviewed on Jun 10, 2025

Wayfinder Newport

Wayfinder Newport

4 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 22
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
7.8/10 Good! (807 reviews)
Nice location if you have transportation. Room was clean & service excellent. Had breakfast in restaurant one day & it was ok. Good place for families. Walls a bit thin and noisy late at night.

Reviewed on Jun 10, 2025

Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
Save 100% on your flight
per person
Aug 18 - Aug 25
found 2 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
7.6/10 Good! (704 reviews)
Lovely staff who were very helpful throughout our entire stay. Spotless room, comfy bed, fantastic breakfast… all around a great place with excellent value for money!

Reviewed on Jun 11, 2025

Holly Tree Resort

Holly Tree Resort

3 out of 5
Save 100% on your flight
per person
Aug 18 - Aug 25
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (342 reviews)
Very nice place to stay

Reviewed on Mar 21, 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

Find the Best Massachusetts Vacation Packages

Best months to visit Massachusetts

Looking for the best time to visit Massachusetts? Our table will help you. Massachusetts boasts a year-round average temperature of 50.0°F, reaching a peak of 72.3°F in July, August, its warmest month, and dropping to an average low of 27.3°F in January, February, the coolest month. The annual rainfall averages 102.3mm, with October experiencing the heaviest showers, while May is the driest month.

Monthcalendar iconTemperature (Fahrenheit)temperature iconRainfallrain iconCloud coveragecloud icon
January27.3Light RainMostly Sunny
February27.3Light RainMostly Sunny
March38.3Light RainMostly Sunny
April48.2Light RainMostly Sunny
May58.3Light RainMostly Sunny
June63.3Light RainMostly Sunny
July72.3Light RainMostly Sunny
August72.3Light RainMostly Sunny
September63.9Light RainMostly Sunny
October56.7Light RainMostly Sunny
November38.8Light RainMostly Sunny
December33.6Light RainMostly Sunny

How to save money on a vacation to Massachusetts

  • Combine your flights with hotels or car rentals to save money, especially in Massachusetts.
  • Take advantage of Expedia's OneKey program to collect points and save money.
  • Utilize the helpful search filters on Expedia to find the perfect accommodation within your price range.
  • Consider traveling during the off-peak season in Massachusetts, which is from November to January, for more affordable options.
  • Use the search filter for price limits on Expedia to find a package deal that suits your budget.
  • Discover the best vacation experience for you by using the travel experience filter on Expedia, whether it's a family, romantic, or adventurous getaway.

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

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
$246 nightly
The price is $287 total per night from Jun 27 to Jun 28
$287 total
Jun 27 - Jun 28
Total includes taxes and fees
9/10 Wonderful! (3,534 reviews)
"Nice customer service, clean property, roomy"

Reviewed on Jun 11, 2025

Omni Boston Hotel at the Seaport
Hilton Boston Back Bay
Hilton Boston Back Bay
4 out of 5
40 Dalton St, Boston, MA
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $276 total per night from Jun 21 to Jun 22
$276 total
Jun 21 - Jun 22
Total includes taxes and fees
8.4/10 Very Good! (1,114 reviews)
"Great location, close to hub of Boston"

Reviewed on Jun 11, 2025

Hilton Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
$229 nightly
The price is $267 total per night from Jun 29 to Jun 30
$267 total
Jun 29 - Jun 30
Total includes taxes and fees
9/10 Wonderful! (5,219 reviews)
"We arrived early and were allowed to check in early which was so nice. The room was very clean and the staff was warm and friendly. Highly recommend!"

Reviewed on Jun 12, 2025

Harborside Inn Of Boston
See all 17,392 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 $696. 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
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
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

What to do in Massachusetts

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$79
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

$70
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church

Boston: Freedom Trail History Small Group Walking Tour

$41
per adult
100% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
See all activities in Massachusetts
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.