Southeast Massachusetts Holidays

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Your Southeast Massachusetts Holiday

Our Southeast Massachusetts holiday 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 organise your very own tailored Southeast Massachusetts holiday today.

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
Nantucket featuring a marina, boating and a bay or harbour

Nantucket Town

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

Find hotels in Nantucket Town

Southeast Massachusetts Holiday

Southeast Massachusetts Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Top Sights
Cape Cod National Seashore, Cape Cod Beaches and Nauset Beach

Our pick of the best Southeast Massachusetts Hotel Deals

Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane, Nantucket, MA
The price is AU$818 per night from 17 Aug to 18 Aug
AU$818
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (485 reviews)
"Great"

Reviewed on 8 Jul. 2025

Nantucket Inn
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 AU$346 per night from 21 July to 22 July
AU$346
21 July - 22 July
includes taxes & fees
8/10 Very Good! (46 reviews)
Did the trick
"Clean room, building and rooms are a bit dated. Would return, fairly priced."

Reviewed on 13 Jul. 2025

Iris Hotel Cape Cod
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$226 per night from 27 July to 28 July
AU$226
27 July - 28 July
includes taxes & fees
8.2/10 Very Good! (1,013 reviews)
"Close to many things. Walls are thin but can deal with it"

Reviewed on 14 Jul. 2025

Cape Sands Inn
See all 11,330 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Discover the most popular places to visit in Southeast Massachusetts

Commercial Street

Commercial Street

Enjoy a stop at Commercial Street, an entertaining place to visit in Provincetown. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Commercial Street
Nauset Beach showing a sandy beach as well as a couple

Nauset Beach

Vast expanses of white sand, light blue water and gentle waves mingle with the sounds of seabirds and seals at this secret gem in Cape Cod.

Nauset Beach
Plymouth Rock which includes a park as well as a small group of people

Plymouth Rock

No American historical tour is complete without a personal encounter with this symbol of national identity and origins.

Plymouth Rock

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.