Massachusetts Vacations & Trips from $360

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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

The Latest Massachusetts Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Arcadian Hotel
The Landing Hotel at Rivers Casino & Resort
Revere Hotel Boston Common
Found Hotel Boston Common
Boston Harbor Hotel

Where to stay in Massachusetts

Get a lay of the land and find the perfect place to stay Learn more about Massachusetts

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 perfect blend of outdoor activities and romantic getaways, making it an ideal vacation destination. Visitors can enjoy scenic walking and beach tours, as well as art tours that showcase the region's rich culture. In addition to skiing and music concerts, there are festive holiday celebrations throughout the year, providing plenty of opportunities for fun and relaxation in this beautiful state.

Shopping

Experience shopping in Massachusetts at Harvard Square, a vibrant shopping center with entertainment and family-friendly vibes. Visit the Chatham Fish Pier for fresh seafood and local goods, or stop by the Berkshire Mountain Country Store for unique gifts and souvenirs.

Recreation

Experience the thrill of sports at Gillette Stadium, where the electric atmosphere energizes every event. Unwind with the enchanting melodies at Tanglewood Music Center, a haven for music lovers. For a blend of sports and adventure, skate at the New England Sports Center, offering fun for all ages.

Adventure

At Cape Cod Inflatable Park, dive into a world of fun with thrilling water slides and inflatable attractions, perfect for families seeking adventure. Experience winter sports at Jiminy Peak Mountain Resort, where skiing and snowboarding await. Stroll along Sandwich Boardwalk, offering beautiful beach views and a romantic atmosphere.

Nightlife

Massachusetts offers vibrant nightlife with spots like Cambridge Common and Park-9 Dog Bar, both featuring cozy vibes perfect for drinks and socializing. Enjoy the lively atmosphere, indulge in craft cocktails, and soak in the romance while mingling with locals and fellow tourists alike.

*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 and romantic getaways, making it ideal for tourists. Visitors can explore beautiful beaches, urban parks, and national state parks, catering to those seeking cultural experiences, family fun, and scenic beauty. Whether you're enjoying a day at the beach or hiking through lush parks, Massachusetts has something for everyone to create lasting memories.

  • Fenway Park: Step into the heart of Boston at Fenway Park, a historic baseball stadium that boasts a rich legacy. Experience the thrill of a live game, enjoy the vibrant atmosphere, and immerse yourself in the culture of America’s favorite pastime.
  • Harvard University: Visit Harvard University, the oldest institution of higher education in the U.S. Stroll through its picturesque campus, admire the stunning architecture, and soak up the intellectual and cultural vibes that have shaped generations.
  • TD Garden: Experience the energy at TD Garden, a premier event venue that hosts everything from sports to concerts. Enjoy a thrilling game or a live show in this bustling arena, which is a hub for business and entertainment in 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January27.3°F (-2.6°C)Light RainMostly SunnySlightly LowSlightly Low
February27.3°F (-2.6°C)Light RainMostly SunnyAverageSlightly Low
March38.3°F (3.5°C)Light RainMostly SunnyAverageAverage
April47.5°F (8.6°C)Light RainMostly SunnySlightly HighAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June63.3°F (17.400000000000002°C)Light RainMostly SunnySlightly HighAverage
July69.4°F (20.8°C)Light RainMostly SunnySlightly HighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly High
September62.4°F (16.900000000000002°C)Light RainMostly SunnyAverageAverage
October56.7°F (13.7°C)Light RainMostly SunnyAverageSlightly High
November38.8°F (3.8°C)Light RainMostly SunnySlightly LowAverage
December33.6°F (0.9°C)Light RainMostly SunnySlightly LowSlightly 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 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 Feb 4 to Feb 5
$139 total
Feb 4 - Feb 5
Total with taxes and fees
9.2/10 Wonderful! (6,182 reviews)
Great location. Nice rooms easy checkin. Restaurant bar on site isnt so great. But many options near by.

Reviewed on Jan 28, 2026

Harborside Inn Of Boston
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St Boston MA
Fully refundableReserve now, pay when you stay
$353 nightly
The price is $410 total per night from Feb 6 to Feb 7
$410 total
Feb 6 - Feb 7
Total with taxes and fees
9.6/10 Exceptional! (1,001 reviews)
Very nice hotel with excellent staff.

Reviewed on Jan 28, 2026

The Langham, Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $104 total per night from Feb 4 to Feb 5
$104 total
Feb 4 - Feb 5
Total with taxes and fees
9/10 Wonderful! (2,431 reviews)
Great stay, no complaints

Reviewed on Jan 30, 2026

The Revolution Hotel
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?
Explore the best of Massachusetts from as low as $360. 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.

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What to do 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.