Southeast Massachusetts Vacations from ¥379,312

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The Latest Southeast Massachusetts Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Arcadian Hotel
Eurostars The Boxer
Raffles Boston
Omni Boston Hotel at the Seaport

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

Find the Best Southeast Massachusetts Vacation Packages

Things to do near Southeast Massachusetts

Shopping

For a unique shopping experience, visit the Plymouth Farmers' Market, offering local goods just 29.0km away. Closer at 16.1km, Mashpee Commons combines shopping, entertainment, and family fun. Don't miss Wings & Things, a charming store located 14.5km away, perfect for finding unique gifts.

Recreation

Experience luxury at the Cape Cod Country Club, where relaxation meets elegance. Enjoy outdoor sports at The Bay Pointe Club, perfect for golf enthusiasts. Unwind at Doran Park, a vibrant sports facility offering various activities. Each venue promises a rejuvenating escape in beautiful Southeast Massachusetts.

Adventure

At Water Wizz, located 8.0km away, experience thrilling water slides and family-friendly attractions in a vibrant atmosphere. The Shining Sea Bikeway, 12.9km away, invites you to explore scenic coastal views on a leisurely bike ride. For hiking enthusiasts, Long Pond Trail, 14.5km away, offers stunning scenery and adventure.

Nightlife

Southeast Massachusetts offers a vibrant nightlife with a mix of cozy pubs and energetic bars. Visit the Whale's Tale Tavern for local brews, or enjoy live music at The Narrows Center for the Arts. For a chic experience, check out the stylish cocktails at The Cove.

*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 is a delightful destination perfect for outdoor enthusiasts and families. With its beautiful beaches, rich history museums, and modern colleges, visitors can enjoy a blend of culture and recreation. Explore popular attractions that provide a unique outdoor experience, while also considering local events during Massachusetts regional public holidays, including Christmas. This area promises an enjoyable vacation filled with diverse activities for all types of travelers.

  • Massachusetts Maritime Academy: Located 8.0km from Southeast Massachusetts, this modern institution offers a unique glimpse into maritime education. Explore its vibrant campus, where students train for careers at sea, and enjoy the lively atmosphere reminiscent of a bustling city.
  • Nobska Lighthouse: Situated 19.3km away, this historic lighthouse provides a captivating view of Cape Cod and the surrounding waters. With its rich history and cultural significance, it's a perfect spot for photography and learning about maritime heritage.
  • Woods Hole Oceanographic Institution: Just 16.1km from Southeast Massachusetts, this cutting-edge research facility focuses on ocean science. Experience the blend of academia and innovation, with opportunities to learn about marine exploration and conservation.

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 SunnyLowSlightly 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 SunnyAverageSlightly 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 SunnyHighAverage
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 SunnyAverageSlightly Low

Tips to save on your trip to Southeast Massachusetts

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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 Hotel Deals

Holiday Inn Express Brockton - Boston by IHG

Holiday Inn Express Brockton - Boston by IHG

2.5 out of 5
405 Westgate Dr. Brockton MA
Fully refundable
The price is ¥15,123 per night from Mar 8 to Mar 9
¥15,123
¥16,892 total
Mar 8 - Mar 9
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Clean room

Reviewed on Feb 19, 2026

Holiday Inn Express Brockton - Boston by IHG
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is ¥19,536 per night from Feb 26 to Feb 27
¥19,536
¥31,281 total
Feb 26 - Feb 27
includes taxes & fees
8.6/10 Excellent! (465 reviews)
The updates they made are beautiful. You really feel like you’re in the Caribbean if you don’t step outside. All the staff I encountered were super helpful and courteous. The water park was closed for unforeseen maintenance for a day and a half which happened to be out last days so that was disappointing ...

Reviewed on Feb 25, 2026

Margaritaville Resort Cape Cod
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
The price is ¥16,563 per night from Mar 2 to Mar 3
¥16,563
¥22,049 total
Mar 2 - Mar 3
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Good stay over. Takes a bit to get deposit back.

Reviewed on Feb 20, 2026

Falmouth Inn
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.

Discover the most popular places to visit in Southeast Massachusetts

Frequently asked questions

Can I cancel my flight booking to Southeast Massachusetts due to COVID-19?
In response to these difficult times, many air carriers are offering greater flexibility. Click through to our Customer Service Portal to get important information about changing or canceling your flight due to COVID-19.
What's the best way to find cheap flights to Southeast Massachusetts that have flexible change policies?
By using our handy "No change fee" filter, that's how. Simply enter your travel details, click the "Search" button, then select the box directly underneath the "Flexible change policies" heading (to the left of your screen). Expedia makes it a snap to find flexible and affordable fares to Southeast Massachusetts.
What are some of the general tips for travelers to Southeast Massachusetts during the COVID-19 outbreak?
If it's your first time traveling during the COVID-19 pandemic, you'll notice plenty of new rules and standards in place. Take note of these tips and make your journey to Southeast Massachusetts a smooth one:
  • Before locking in your flight, find out if any travel restrictions or bans apply — in both your destination and origin. Get up-to-date information by reviewing government websites.
  • Wear a face mask even during airport screening. A TSA employee will require you to temporarily lower your mask for ID purposes.
  • You're no longer required to hand your boarding pass (paper or electronic) directly to a TSA employee. Instead, place your pass on the scanner and then hold it up for the agent to visually inspect it.
  • You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. You'll need to remove it for screening.
  • Empty everything from your pockets, such as your wallet, coins and keys, and put them in your carry-on rather than the bins. This will reduce handling during screening.
  • Separate any food you have for X-ray scanning. Putting it in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Southeast Massachusetts?
Cape Air is a popular carrier servicing Southeast Massachusetts. Search for a ticket to Logan Intl. Airport (BOS) and you'll have 1785 Cape Air flights a month to select from.
How can I find cheap tickets to Southeast Massachusetts?
For the best deal to Southeast Massachusetts, book well ahead of time. Also think about using Expedia's "flexible dates" feature at the top of your search results. This will display prices for nearby days. In the last seven days, was the best price for a flight to Southeast Massachusetts.
How much is a flight to Southeast Massachusetts?
In the last seven days, round-trip flights to Southeast Massachusetts sold for as little as and reached a maximum of . For one-way journeys departing from (), the lowest amount paid during this same period was .
What are the most popular airports to fly into in Southeast Massachusetts?
Book your flight to Logan Intl. Airport (BOS) and experience everything that Southeast Massachusetts has to offer. As the region's primary entry point, about 12051 flights land here each month.
When is the cheapest time to fly to Southeast Massachusetts?
Jetting off on a Tuesday, followed by a Monday, is usually the best way to score the cheapest fare. Avoid weekends if possible, because Saturday is typically the most expensive day of the week. Spend the cash you saved enjoying yourself in Southeast Massachusetts instead!
How much is a plane ticket to Southeast Massachusetts?
Fares to Southeast Massachusetts ranged from to in the last seven days. Generally, the sooner you book the better the price.
Which airlines with flights to Southeast Massachusetts employ COVID-19 cleanliness policies?
As travel restrictions start to lift, most airlines are back in business with new measures including social distancing and increased sanitization. Here's what a few carriers are doing to help stop the spread of COVID-19:
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.