Southeast Massachusetts Holidays

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Our guide on 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
A harbor with several boats, including a red boat named "Kentucky" and a white boat named "Serenity."

Nantucket Town

While visiting Nantucket Town, you might make a stop by sights like Nantucket Atheneum and Nantucket Historical Association.

Find hotels in Nantucket Town

Southeast Massachusetts Holiday

Our pick of the best 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
The price is NZ$539 per night from 19 Aug to 20 Aug
NZ$539
19 Aug - 20 Aug
includes taxes & fees
8.6/10 Excellent! (652 reviews)
"The staff were wonderful at check in. The room was very clean and spacious for our family of four. The room was cool and pretty dark when it was time to sleep. The room doors do slam pretty hard, and that can wake you up. The smores nights in the courtyard was nice. The pool was clean and not too ..."

Reviewed on 29 July 2026

Margaritaville Resort Cape Cod
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
The price is NZ$392 per night from 30 Aug to 31 Aug
NZ$392
30 Aug - 31 Aug
includes taxes & fees
8.4/10 Very good! (316 reviews)
"Our room was huge and seemed very clean. Staff was friendly and helpful. The breakfast was decent, especially for a continental breakfast. If I had one complaint it would be that the bathroom was quite dated and small for the size of the room. Overall our stay was great and we’d stay there ..."

Reviewed on 29 July 2026

Iris Hotel 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
The price is NZ$208 per night from 18 Aug to 19 Aug
NZ$208
18 Aug - 19 Aug
includes taxes & fees
Sonesta Select Boston Foxborough Mansfield
See all 11,512 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.

Stay near popular Southeast Massachusetts attractions

A soccer stadium with a crowd of spectators, a goalpost, and players in action.
Photo by The Curious Zephyr
Open Photo by The Curious Zephyr

Gillette Stadium

9.0/10 (1,182 reviews)
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theatre scene.
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What to do in Southeast Massachusetts

Moby Dick's New Bedford Smartphone Guided Walking Tour

Moby Dick's New Bedford Smartphone Guided Walking Tour

NZ$14
per adult
Moby Dick's New Bedford Smartphone Guided Walking Tour
See all activities in Southeast Massachusetts

Frequently asked questions

How much does a Southeast Massachusetts holiday package cost?
Starting from a low , a package is your gateway to inexpensive travel. Custom build your Southeast Massachusetts adventure by selecting from our comprehensive range of airfares, hotels and rental cars.
How do I get a cheap travel package to Southeast Massachusetts?
One word: bundle. Flights, rental cars and hotels — combine whatever you need into a Southeast Massachusetts holiday package and save. Score even better deals when you include extras such as activities or tours to your booking. But that's not the only impressive part. You have the freedom to customize your trip your way. We offer over 550 airlines and 1 000 000 hotel options in all corners of the globe, so that everyone has a chance to travel and fulfil those holiday fantasies.
Where should I stay in Southeast Massachusetts?
Plymouth is a fantastic place to include in your itinerary. It's where you'll find well-known sights including Plymouth Rock and Mayflower II. Provincetown also draws in many wanderers eager to explore some of the best attractions in Southeast Massachusetts. Two of the best are Pilgrim Monument and Herring Cove Beach.
What are the top hotels in Southeast Massachusetts?
When it comes to hotels in Provincetown, Hampton Inn Boston - Logan Airport and Boston Park Plaza are two terrific options. If you're also visiting Brewster, Hilton Boston Logan Airport and Sheraton Boston, a Marriott Hotel will make you feel right at home.
How far in advance should I book my Southeast Massachusetts holiday?
While not all air carriers release tickets early, customers are usually able to start comparing international fares on Expedia up to a year in advance. This is the time you'll score some fantastic deals. If you're booking late, you could still be in luck. Discounted prices occasionally emerge a few weeks prior to departure.
What does an Expedia Southeast Massachusetts travel package include?
Flights, rental cars and hotels — you'll find them all here. With Expedia, you can shape your Southeast Massachusetts package the way you want. All you have to do is decide exactly what you need. Once you've made your booking, you can add extras like activities and tours. The more you bundle, the greater your savings!
What should I know before booking a Southeast Massachusetts travel package?
Bundling your bookings into a Southeast Massachusetts holiday package is the most convenient way to organise your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Southeast Massachusetts Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You're the boss! We have more than 550 partner airlines all over the world, so you have options galore when arranging your Southeast Massachusetts adventure.
If I'm not able to travel, can I cancel my Southeast Massachusetts holiday package?
You can. We understand that life doesn't always go to plan, so we're happy to help if you have to make changes to your Southeast Massachusetts holiday package. You may be able to cancel or change your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.