Massachusetts Vacations & Trips from $283

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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.
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)
Nice hotel with mediocre breakfast

Reviewed on Aug 1, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
The Centennial

The Centennial

4 out of 5
Save 100% on your flight
per person
Oct 17 - Oct 22
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Manchester (MHT)
8.8/10 Excellent! (956 reviews)
This is a historic building with interesting architecture and it is nicely renovated inside keeping some of the charm of older days. It has a sprinkler system, fire alarm and smoke detector in the room. We originally paid for a supreme single queen room. When we arrived we were told we were "upgraded" to a king bed. It was on the 3rd floor with a small dormer window, most of which was blocked by a large TV screen. The window air conditioner was small due to the window size and it ran all night which is ok but it was very loud. We eventually turned it off to get a quiet sleep. The bed was very comfortable and the bathroom was spacious with fluffy towels, a large walk in shower that was all tiled with a glass partition. It was very nice with hot water but the tiles on the base of the shower needed a good scrubbing due to scale build up and what looked like black mold. The robes were soft and comfortable to lounge in. There was only one upholstered chair in a dark corner of the room so my husband sat on the office type desk chair to watch TV. I think I would have liked the original queen room better because the photo showed two large windows and the room appeared more spacious for two people. I purchased the room through Expedia so I'm not sure if that is why we were given the smaller room with sloping ceilings and shorter walls? Overall, this hotel is very clean and the bed was comfortable with plenty of pillows. I would recommend it but maybe not the 3rd floor dormer rooms.

Reviewed on Jul 28, 2025

Wayfinder Newport

Wayfinder Newport

4 out of 5
Save 100% on your flight
per person
Sep 1 - Sep 7
found 2 days ago
Roundtrip non-stop flight included
Dallas (DAL) to Providence (PVD)
7.8/10 Good! (849 reviews)
Mid century modern interiors are well done, very friendly and helpful staff and excellent meals for dinner and breakfast in the restaurant. Not in a walkable area but that didn’t detract from our stay since it’s only a few minutes to the Newport mansions if they’re in your plans

Reviewed on Aug 1, 2025

Parker Beach Lodge

Parker Beach Lodge

3 out of 5
Bass River
Save 100% on your flight
per person
Oct 17 - Oct 22
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (288 reviews)
Stay at Parker Beach Lodge was overall average. The lodge has been modernized and the finished look nice, the upkeep to the rooms is lacking. Our room specifically was quite dirty, even for a hotel room- the bathroom being the dirtiest. The shower was quickly cleaned, leaving lots of obvious signs of prior use and there was liquid splashes of various colours all over the walls. The shower wouldn’t drain upon first use and continued several times over our stay. The room had a very strong musty old odour that hit you upon entering and came home on all of our belongings. Strangely there were also mini fridges unplugged and outside most of the rooms. Didn’t look the nicest and hazard. Also pool umbrellas laying by stairs up to our room, also a tripping hazard in the dark. Staff seemed nice enough. Convenient location and less than one min walk to a beautiful beach. Would likely stay somewhere else next time.

Reviewed on Jul 26, 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

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.

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! (3,755 reviews)
"Great property"

Reviewed on Aug 1, 2025

Omni Boston Hotel at the Seaport
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! (3,587 reviews)
"Clean and quiet walking distance to places station is close freedom trail is close distance"

Reviewed on Jul 31, 2025

citizenM Boston North Station
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! (1,533 reviews)
"Loved this property! Only negative part was the actual bed. Very hard in the middle of the night to use bathroom when you have to jump over your partner to get out of the bed. Otherwise very clean!!"

Reviewed on Aug 1, 2025

citizenM Boston Back Bay
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 $283. 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
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.