Massachusetts Vacations & Trips from $303

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,264 reviews)
Good enough but not boutique hotel. Liked: breakfast and breakfast staff were all good, location was good as well. Disliked: cost of late checkout, plastic and paper products at breakfast, slow elevator.

Reviewed on Jul 28, 2025

Wayfinder Newport

Wayfinder Newport

4 out of 5
Save 100% on your flight
per person
Aug 28 - Aug 31
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Providence (PVD)
7.8/10 Good! (849 reviews)
The property was very well kept. Staff was very friendly. Short drive to all that Newport has tonoffer.

Reviewed on Jul 29, 2025

Six-Bedroom Family Retreat

Six-Bedroom Family Retreat

2 out of 5
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
2/10 (1 review)
Sea Mist Resort

Sea Mist Resort

3 out of 5
Save 100% on your flight
per person
Oct 3 - Oct 7
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (127 reviews)
The rooms are spacious if somewhat dated. Good value.

Reviewed on Jul 14, 2025

Riverview Resort

Riverview Resort

3 out of 5
Bass River
Save 100% on your flight
per person
Oct 3 - Oct 7
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (160 reviews)
My husband and I had a wonderful stay during the July 4th week. We stayed in a one bedroom on the second floor. The one bedroom’s have a living room / kitchen area separated from the bedroom. The kitchen area includes a large dining table, an apartment size refrigerator/freezer, a toaster, a coffee maker, and all the kitchen plates, bowls, utensils. The one bedroom’s also included two full bathrooms. And a balcony off the family room and one off of the bedroom. The bed and pillows were very comfortable (soft, not firm). The resort also has a community room with a pool table, tv / couch area, and a kitchen area with two stoves/ovens and larger refrigerators. The resort was full the week we were there, however the rooms are very well insulated as you didn’t hear the other guests. The parking was very convenient as well. The location of the resort in Yarmouth gave us the ability to easily visit other areas on the Cape as well. Looking forward to going back to this resort. Note - this resort is two levels, and only has stairs (no elevator). Not an issue for us, however wanted to note it for anyone with issues with stairs.

Reviewed on Jul 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

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
$218 nightly
The price is $254 total per night from Aug 24 to Aug 25
$254 total
Aug 24 - Aug 25
Total includes taxes and fees
9/10 Wonderful! (3,765 reviews)
"Was pleasantly surprised, great hotel and staff."

Reviewed on Jul 28, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $220 total per night from Aug 10 to Aug 11
$220 total
Aug 10 - Aug 11
Total includes taxes and fees
9.2/10 Wonderful! (1,504 reviews)
"Nice new property. Small clean modern rooms. Best for one person traveling for a short period of time. The umbrella has a check in and out. I checked it in but the employee never noted it even after asking for my room number. If I didn’t catch it I would have been charged for a $20 umbrella that ..."

Reviewed on Jul 28, 2025

citizenM Boston Back Bay
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $203 total per night from Aug 24 to Aug 25
$203 total
Aug 24 - Aug 25
Total includes taxes and fees
9.2/10 Wonderful! (3,602 reviews)
"Very contemporary! Fun decor! And the view from sitting up in bed was amazing! Didn’t want to get up. But breakfast was excellent! Little jars of clotted cream - I mean who does that?"

Reviewed on Jul 28, 2025

citizenM Boston North Station
See all 17,484 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 $303. 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

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

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

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
86% of travellers recommend
Boston Harbor Sunset Cruise
Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

$30
per traveler
Liberty, Freedom, and Revolution: American History Tours Bundle
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.