Southeast Massachusetts Holidays from AU$2,359

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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.

The Latest Southeast Massachusetts Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was AU$3,150, price is now AU$2,359 per person
AU$2,359
per person
28 Oct - 2 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9/10 Wonderful! (2,711 reviews)
“The air conditioning was not working properly and was extremely loud. The bathroom door did not close properly, and the room felt very outdated.”

Reviewed on 25 Aug. 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was AU$3,649, price is now AU$2,684 per person
AU$2,684
per person
28 Oct - 2 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Great place and location.

Reviewed on 26 Aug. 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was AU$5,000, price is now AU$3,686 per person
AU$3,686
per person
28 Oct - 2 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on 24 Aug. 2025

The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
Back Bay
Price was AU$3,768, price is now AU$2,784 per person
AU$2,784
per person
28 Oct - 2 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.2/10 Wonderful! (1,326 reviews)
Nos encanta este hotel y siempre volvemos.

Reviewed on 24 Aug. 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was AU$4,295, price is now AU$3,198 per person
AU$3,198
per person
28 Oct - 2 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.6/10 Exceptional! (441 reviews)
Beautiful building, friendly staff, great atmosphere

Reviewed on 16 Aug. 2025

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 Atheneum and Nantucket Historical Association.

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

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 AU$355 per night from 14 Sept to 15 Sept
AU$355
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (292 reviews)
"Very family friendly, great pool, multiple fire pit for roasting marshmallows, indoor heated water park, arcade games. There is a cafe, a gift shop, a bar and restaurant with a door and out in the center of the resort where there is fire piths, a ballroom inside for free dance lessons. There is free ..."

Reviewed on 23 Aug. 2025

Margaritaville Resort Cape Cod
Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston

2.5 out of 5
29 Hancock St, Quincy, MA
Fully refundableReserve now, pay when you stay
The price is AU$247 per night from 2 Sept to 3 Sept
AU$247
2 Sept - 3 Sept
includes taxes & fees
7.2/10 Good! (1,008 reviews)
"Comfortable with great breakfast included"

Reviewed on 15 Aug. 2025

Best Western Adams Inn Quincy-Boston
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
180 Water St, Plymouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$303 per night from 2 Sept to 3 Sept
AU$303
2 Sept - 3 Sept
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"people and property where great the bathroom was spotless but needs upgrade"

Reviewed on 23 Aug. 2025

Hotel 1620 Plymouth Harbor
See all 11,200 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 AU$2,359, 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.