Southeast Massachusetts Vacations

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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
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

Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
Fully refundableReserve now, pay when you stay
The price is SAR 406 per night from Jan 4 to Jan 5
SAR 406
SAR 454 total
4 Jan - 5 January 2026
includes taxes & fees
9/10 Wonderful! (2,607 reviews)
Front desk staff were friendly, helpful, and efficient.

Reviewed on 24 December 2025

Hyatt Place Boston/Braintree
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 SAR 338 per night from Jan 9 to Jan 10
SAR 338
SAR 377 total
9 Jan - 10 January 2026
includes taxes & fees
7.8/10 Good! (1,000 reviews)
It was okay. They were also doing renovations, and the entire first floor made the appearance look unprofessional.

Reviewed on 20 December 2025

Holiday Inn Express Brockton - Boston by IHG
Country Inn & Suites by Radisson, Brockton (Boston), MA

Country Inn & Suites by Radisson, Brockton (Boston), MA

3 out of 5
50 Christy Dr Brockton MA
Fully refundableReserve now, pay when you stay
The price is SAR 446 per night from Jan 4 to Jan 5
SAR 446
SAR 499 total
4 Jan - 5 January 2026
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Very spacious, clean room. Very friendly and accommodating staff. Nice breakfast options.

Reviewed on 23 December 2025

Country Inn & Suites by Radisson, Brockton (Boston), MA
See all 10,995 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

Gillette Stadium is also home to the New England Revolution, our pro soccer team. Tickets are easy to get and not crazy expensive. And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's great live music and acclaimed theater scene.

Gillette Stadium
Hyannis Harbor which includes a sunset and a bay or harbor as well as a small group of people

Hyannis Harbor

Explore the waterfront in Hyannis with a trip to Hyannis Harbor. Stroll along the seaside in this family-friendly area, or check out its seafood restaurants.

Hyannis Harbor
Plymouth Rock which includes a garden as well as a small group of people

Plymouth Rock

Find out about the history of Plymouth when you take a trip to Plymouth Rock. Wander the seaside and beautiful beaches in the area.

Plymouth Rock

Frequently asked questions

How do I find cheap flights to Southeast Massachusetts that have flexible change policies?
When it comes to traveling these days, flexibility is crucial. That's why we have a "No change fee" search function to help you find flexible, low-priced tickets to Southeast Massachusetts. It's near the top left of your screen directly below the "Flexible change policies" subheading.
Which airlines fly to Southeast Massachusetts?
Figure out your travel dates and then fly into or near Southeast Massachusetts with one of these well-known airlines:

  • Delta - 3,580 flights to or near Southeast Massachusetts each month, including 3,580 flights to Logan Intl. Airport (BOS) per month.
  • JetBlue - 2,652 flights to or near Southeast Massachusetts each month, including 2,652 flights to Logan Intl. Airport (BOS) per month.
  • American Airlines - 2,047 flights to or near Southeast Massachusetts each month, including 2,047 flights to Logan Intl. Airport (BOS) per month.

How can I find cheap tickets to Southeast Massachusetts?
An excellent strategy for walking away with cheap airfares is to be flexible with your travel dates. Begin with searching for your flight to Southeast Massachusetts, then click on the "flexible dates" link for a list of prices for nearby days. Want another good tip? Book in advance. To give you an idea of costs, was the lowest price for a flight to Southeast Massachusetts in the last seven days.
How much is a flight to Southeast Massachusetts?
The cost of a round-trip airfare to Southeast Massachusetts in the last seven days varied between and . If you were heading one way from (), you could have purchased a great deal from only .
What are the most popular airports to fly into in Southeast Massachusetts?
Southeast Massachusetts's main entry point is Logan Intl. Airport (BOS). Get your awesome adventure underway by booking a ticket on one of the 11,235 flights per month to this destination.
When is the cheapest time to fly to Southeast Massachusetts?
Consider traveling early in the week to get the best airfare to Southeast Massachusetts. Tuesday is normally the cheapest day to fly, with Monday a close second. Saturday often has the highest fares. This is because a lot of travelers prefer to begin their vacation on a weekend.
How much is a plane ticket to Southeast Massachusetts?
In the last seven days, tickets to Southeast Massachusetts varied from to .
What months are the cheapest to book a flight to Southeast Massachusetts?
February is the cheapest month to book your Southeast Massachusetts break. Tickets are priciest throughout December, so avoid this time if possible.
How long is a flight to Southeast Massachusetts?
It could be an hour or longer — it really depends on which part of the USA you're coming from. The average flight times for these popular domestic routes to Southeast Massachusetts will give you a clearer idea of what you can expect:

  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 46 minutes
  • New York, NY (LGA-LaGuardia) to Logan Intl. Airport (BOS) - 1 hour and 19 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Logan Intl. Airport (BOS) - 2 hours and 19 minutes

What are the best things to do in Southeast Massachusetts?

  • With so many exciting things to do in Plymouth, it's no surprise lots of visitors start their Southeast Massachusetts trip in this lively city. Spend your first day or so ticking off leading attractions like Plymouth Rock before venturing to some of this place's lesser-known hot spots.
  • When it comes to planning the activities for your getaway, take into account that Plymouth has a humid subtropical climate. It's a smart idea to check the temperatures before you head off so you have a clearer picture of what to expect.
  • Roughly 32 kilometers to the south of Plymouth, Mattapoisett also deserves to be on your travel itinerary. Noteworthy sights here include Ned's Point Lighthouse — be sure to put it on your sightseeing list.

What is the best time to go to Southeast Massachusetts?
Almost anytime, really! Southeast Massachusetts is loaded with exciting things to do and places to explore, including the dynamic city of Brockton. June, July and August are the most popular months here. Plan your visit for the beginning of summer on June 20 and enjoy some fun in the sun. Average temperatures range from 17ºC (63ºF) to 27ºC (81ºF) around this time.