Southeast Massachusetts Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
Nantucket which includes a marina, boating and a bay or harbor

Nantucket Town

5/5(50 area reviews)

Discover the charm of Nantucket, a historic New England seaport town, with its museums like the Nantucket Whaling Museum and picturesque landscapes. Enjoy local shops, restaurants, and explore key localities such as Surfside and Siasconset.

Find hotels in Nantucket Town

Find the Best Southeast Massachusetts Vacation Packages

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 refundableReserve now, pay when you stay
The price is ₩147,361 per night from Jan 27 to Jan 28
₩147,361
₩164,602 total
Jan 27 - Jan 28
includes taxes & fees
8/10 Very Good! (1,005 reviews)
Friendly Staff, clean rooms, pretty decent breakfast!!

Reviewed on Jan 14, 2026

Holiday Inn Express Brockton - Boston by IHG
Motel 6 Brockton, MA

Motel 6 Brockton, MA

2 out of 5
391 Westgate Dr Brockton MA
Fully refundableReserve now, pay when you stay
The price is ₩140,960 per night from Jan 22 to Jan 23
₩140,960
₩157,453 total
Jan 22 - Jan 23
includes taxes & fees
6.6/10 (1,266 reviews)
The Office, ( Manny, Happy, Keryoun),&House keeping Employees are VERRYY VERRYY Nice Helpful, People.. I gve this motel 6.a 100% good view

Reviewed on Jan 7, 2026

Motel 6 Brockton, MA
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 ₩219,199 per night from Feb 1 to Feb 2
₩219,199
₩335,217 total
Feb 1 - Feb 2
includes taxes & fees
8.6/10 Excellent! (428 reviews)
Evrything is so clean! We love staying here with our family with small children. The kids love it and so do we! We go back every year. It's become a tradition!

Reviewed on Jan 10, 2026

Margaritaville Resort Cape Cod
See all 10,982 properties in Southeast 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.

Discover the most popular places to visit in Southeast Massachusetts

Plymouth Harbor which includes a coastal town and a marina

Plymouth Harbor

Visit the place where the Mayflower dropped anchor and the Pilgrims first touched the New World, a focal point of any visit to Plymouth.

Plymouth Harbor

Bridgewater State University

Explore the campus of Bridgewater State University, during your travels in Bridgewater. Discover the coffeehouses and theater scene in this family-friendly area.

Bridgewater State University

Cape Codder Water Park

Bring the family to Cape Codder Water Park and enjoy this exciting amusement park in Hyannis. Stroll along the beautiful beaches in this family-friendly area, or check out its seafood restaurants.

Cape Codder Water Park

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.

Explore a world of travel with Expedia

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