Southeast Massachusetts Vacations from $755

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Your Southeast Massachusetts Vacation

Our Southeast Massachusetts vacation packages provide an affordable, easy and immersive way to enjoy all that this exciting destination has to offer. If it's festivals and history you're looking for, this is the place to be. With so much to see on a trip to Southeast Massachusetts, it can be tricky to know where to start. Kick off your journey in Hyannis at Cape Codder Water Park and Cape Cod Inflatable Park — two much-loved attractions here. Another city worth adding to your itinerary is Braintree. Don't miss Nantasket Beach and Wollaston Beach. Expedia has flights, hotels and everything else you need to help you organize your very own tailored Southeast Massachusetts vacation today.

The Latest Southeast Massachusetts vacation packages

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
Boston Harbor Hotel
The Langham, Boston
Arcadian Hotel
Life House, Nantucket
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Where to stay in Southeast Massachusetts

Find the best Southeast Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Southeast Massachusetts

Discover the most popular places to visit in Southeast Massachusetts

Southeast Massachusetts Hotel Deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $232 total per night from Mar 29 to Mar 30
$232 total
Mar 29 - Mar 30
Total with taxes and fees
8.6/10 Excellent! (507 reviews)
Great family resort !

Reviewed on Mar 27, 2026

Margaritaville Resort Cape Cod
Sonesta Select Boston Foxborough Mansfield

Sonesta Select Boston Foxborough Mansfield

3 out of 5
35 Foxborough Boulevard Foxborough MA
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Apr 19 to Apr 20
$106 total
Apr 19 - Apr 20
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Good

Reviewed on Mar 23, 2026

Sonesta Select Boston Foxborough Mansfield
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $141 total per night from Apr 12 to Apr 13
$141 total
Apr 12 - Apr 13
Total with taxes and fees
8.8/10 Excellent! (1,549 reviews)
I truly enjoyed my time

Reviewed on Mar 27, 2026

Bayside Resort 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.

Find the Best Southeast Massachusetts Vacation Packages

Things to do near Southeast Massachusetts

Southeast Massachusetts offers a delightful blend of outdoor adventures and urban experiences perfect for family vacations. Enjoy summer festivals, community events, and a variety of outdoor activities in picturesque recreation areas. Indulge in local flavors during restaurant week, and explore shopping centers and golf courses for a well-rounded getaway. Whether you're relaxing at a spa or immersing yourself in the vibrant local culture, there's something for everyone to enjoy.

Shopping

Mashpee Commons, located 10 miles away, offers a vibrant shopping experience with entertainment and family-friendly activities. For unique gifts, visit Wings & Things, just 9 miles from Southeast Massachusetts. Don’t miss the Raynham Flea Market, 25 miles away, where you can find a variety of treasures in a lively atmosphere.

Recreation

At Cape Cod Country Club, enjoy upscale amenities and beautiful surroundings for a relaxing day. Doran Park offers invigorating sports activities, perfect for those looking to stay active. Lyman Reserve is a serene spot for wellness and relaxation, surrounded by nature’s beauty, ideal for unwinding and rejuvenating.

Adventure

At Water Wizz, located 5 miles from Southeast Massachusetts, you can dive into thrilling water slides and relax in the wave pool, offering a fun-filled day for the entire family. The Shining Sea Bikeway, 8 miles away, invites you to explore scenic coastal views on your bike, perfect for outdoor enthusiasts.

Nightlife

Southeast Massachusetts offers vibrant nightlife options. Enjoy craft cocktails at The Whaling City Tavern in New Bedford, or dance the night away at The Vault in Fall River. For a laid-back vibe, visit The Bar at the Cove in Wareham, perfect for mingling with locals.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Southeast Massachusetts

Southeast Massachusetts offers a perfect blend of outdoor adventures and city experiences, making it ideal for family vacations. Visitors can explore beautiful beaches, fascinating history museums, and serene nature preserves. The region caters to those seeking cultural enrichment and outdoor fun. Don't forget to check for local public holidays and special events during your visit, especially around Christmas, to enhance your experience in this vibrant part of the Commonwealth of Massachusetts.

  • Old Silver Beach: Located only 4 miles away, Old Silver Beach offers a perfect seaside escape with its soft sands and gentle waves. Enjoy sunbathing, swimming, and beachcombing, all while basking in the warm beach vibes that make it a favorite for families and sun-seekers alike.
  • Massachusetts Maritime Academy: About 5 miles from Southeast Massachusetts, this modern college campus boasts impressive facilities and a unique maritime focus. Visitors can explore the vibrant atmosphere and gain insights into maritime education, all while enjoying the dynamic city vibes surrounding the academy.
  • Wings Neck Lighthouse: Just 0.3 miles away, this historic lighthouse is a charming landmark steeped in maritime culture. Its stunning views and rich history make it a delightful spot for photography and learning about the region's seafaring past.

Best time to go to Southeast Massachusetts

The best time to visit Southeast Massachusetts is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.2°F (1.2000000000000002°C)Light RainMostly SunnyLowSlightly Low
February34.5°F (1.4°C)Light RainMostly CloudyLowAverage
March38.3°F (3.5°C)Light RainMostly SunnyAverageSlightly Low
April48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June63.3°F (17.400000000000002°C)Light RainMostly SunnyHighSlightly High
July71.2°F (21.8°C)Light RainMostly SunnyHighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyHighSlightly High
September65.5°F (18.6°C)Light RainMostly SunnyAverageAverage
October56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
November45.9°F (7.7°C)Light RainMostly SunnyAverageAverage
December38.3°F (3.5°C)Light RainMostly SunnyLowSlightly Low

Tips to save on your trip to Southeast Massachusetts

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Southeast Massachusetts.
  • Consider traveling during the off-peak season (typically March and December to January) for more affordable package holidays to Southeast Massachusetts.
  • 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.

Southeast Massachusetts Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)

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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.