
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

Boston
The Latest Massachusetts Vacation Packages



Wayfinder Newport
Reviewed on Jun 10, 2025

Sunbird ANNEX Resort
Reviewed on Jun 11, 2025
Where to stay in Massachusetts

Downtown Boston
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.
Your Guide to Massachusetts Vacations
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.
Month![]() | Temperature (Fahrenheit)![]() | Rainfall![]() | Cloud coverage![]() |
January | 27.3 | Light Rain | Mostly Sunny |
February | 27.3 | Light Rain | Mostly Sunny |
March | 38.3 | Light Rain | Mostly Sunny |
April | 48.2 | Light Rain | Mostly Sunny |
May | 58.3 | Light Rain | Mostly Sunny |
June | 63.3 | Light Rain | Mostly Sunny |
July | 72.3 | Light Rain | Mostly Sunny |
August | 72.3 | Light Rain | Mostly Sunny |
September | 63.9 | Light Rain | Mostly Sunny |
October | 56.7 | Light Rain | Mostly Sunny |
November | 38.8 | Light Rain | Mostly Sunny |
December | 33.6 | Light Rain | Mostly 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

Reviewed on Jun 11, 2025

Reviewed on Jun 11, 2025

Reviewed on Jun 12, 2025
Frequently asked questions
Discover the most popular places to visit in Massachusetts

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

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

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.
What to do in Massachusetts

Boston CityPASS®: Admission to Top 4 Attractions

Boston: Freedom Trail History Small Group Walking Tour
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