Southeast Massachusetts Holidays from £836

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

Your Southeast Massachusetts Holiday

When you're ready for your next great adventure, our Southeast Massachusetts holiday packages are the answer. If you're making your way to Brockton, festivals and history are among the things that make this city truly unforgettable. With so many things to do and see on a trip to Southeast Massachusetts, it can be tricky to know where to begin. Kick off your journey in Hyannis at Cape Codder Water Park and Cape Cod Inflatable Park — two popular attractions here. Another top city worthy of a spot on your itinerary is West Yarmouth. Don't miss Cape Codder Water Park and Cape Cod Inflatable Park. From the moment you book your Southeast Massachusetts holiday to when you get back home, Expedia will be with you every step of the way.

Top Southeast Massachusetts Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

Back Bay
£836
per person
11 Dec - 15 Dec
found 22 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (2,494 reviews)
Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
£1,385
per person
5 Jan - 10 Jan
found 17 hours ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
设施很新,SPA桑拿体验特别好,晚餐气氛很棒

Reviewed on 20 Oct 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
£1,330
per person
11 Jan - 15 Jan
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Everyone from outside arrival and beyond were helpful, friendly and welcoming.

Reviewed on 22 Oct 2026

The Newbury Boston

The Newbury Boston

Back Bay
£1,644
per person
5 Jan - 10 Jan
found 17 hours ago
Return flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (734 reviews)
Great location and nice view from the room overlooking the park. However, the property is mismanaged. 4 days with most basic issues every day. Nice staff but they need training.

Reviewed on 22 Oct 2026

The Langham, Boston

The Langham, Boston

Downtown Boston
£1,030
per person
11 Dec - 15 Dec
found 22 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Excellent experience

Reviewed on 22 Oct 2026

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.

A building with a sign that reads "Whaling Museum" and a flag. There are trees, a bench, and a bicycle.

West of Town

While visiting West of Town, you might make a stop by sights like Nantucket Historical Association and Loines Observatory.

A coastal town with a harbor, a large cruise ship docked, and a prominent church steeple.

Downtown Nantucket

If you're spending some time in Downtown Nantucket, Nantucket Atheneum and Nantucket Ferry Terminal are top sights worth seeing.

A lighthouse on a grassy hill with a clear sky and the sun setting in the background.

Katama

While visiting Katama, you might make a stop by sights like South Beach and Norton Point Beach.

A lighthouse with a house nearby, under a starry night sky with visible Milky Way.

New Seabury

Travellers like the museums in New Seabury, and South Cape Beach State Park is a top attraction you might want to visit.

Southeast Massachusetts Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)

Top hotels in Southeast Massachusetts

Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG

405 Westgate Dr. Brockton MA
Fully refundable
£86
22 Nov - 23 Nov
includes taxes & fees
Garner Hotel Brockton - Boston by IHG
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

50 Forbes Road Braintree MA
Fully refundableReserve now, pay when you stay
£94
16 Nov - 17 Nov
includes taxes & fees
Hyatt Place Boston/Braintree
Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston

29 Hancock St Quincy MA
Fully refundableReserve now, pay when you stay
£97
22 Nov - 23 Nov
includes taxes & fees
7.8/10 Good! (1,256 reviews)
"Staff were very friendly and helpful. Room was clean and complimentary breakfast had several options."

Reviewed on 22 Oct 2026

Best Western Adams Inn Quincy-Boston
See all 11,234 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

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.
See properties
A coastal landscape with sand dunes, green vegetation, and the ocean in the background.

Cape Cod National Seashore

9.6/10 (1,134 reviews)
Covering over miles of shoreline around Cape Cod, this national park offers endless things to see and do regardless of the season.
See properties
A beach with a lifeguard tower, a rocky breakwater, and the ocean.

Inkwell Beach

9.0/10 (154 reviews)
If a restful holiday is part of your travel plans, Inkwell Beach might be the perfect place to visit during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront or simply enjoy its wineries.
See properties
A sunset over a snow-covered beach with dunes and grasses.
Photo by Elizabeth Sanders

Mayflower Beach

9.2/10 (224 reviews)
Why not spend a care-free afternoon at Mayflower Beach during your travels in Dennis? While you're in the area, stroll along the waterfront.
See properties
A neon-lit storefront with a sign for 'Lobster Pot' and 'Steaks'.
Photo by Jennywisearcade

Commercial Street

9.6/10 (523 reviews)
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.
See properties
A harbor with multiple sailboats and a prominent ship named 'PILGRIM BELLE'.

Plymouth Harbor

9.2/10 (984 reviews)
Visit the place where the Mayflower dropped anchor and the Pilgrims first touched the New World, a focal point of any visit to Plymouth.
See properties

Xfinity Center

8.4/10 (299 reviews)
You can enjoy a show at Xfinity Center on your trip to Mansfield. Experience the area's acclaimed theatre scene or attend a sporting event.
See properties

What to do in Southeast Massachusetts

Moby Dick's New Bedford Smartphone Guided Walking Tour

Moby Dick's New Bedford Smartphone Guided Walking Tour

£6
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 travel package cost?
Starting from a low £836, a travel package is your ticket to inexpensive travel. Custom build your Southeast Massachusetts getaway by choosing from our wide range of flights, hotels and rental cars.
If I'm not able to travel, can I cancel my Southeast Massachusetts travel package?
Your situation can change in the blink of an eye, so yes. You may be able to cancel and rebook your Southeast Massachusetts travel package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make the necessary changes, but your car rental company, airline or hotel may impose a fee. Need more information? Look up our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Southeast Massachusetts?
Combine your flight and hotel bookings, toss in extras such as activities, and save with a Southeast Massachusetts travel package. You won't just pick up impressive discounts on your trip — you'll have loads of choice at your fingertips too. When you book with Expedia, you can select from more than 550 airlines and 1,000,000 hotels all over the world. Your next epic adventure starts right here, right now!
Does Expedia offer Book Now, Pay Later Southeast Massachusetts holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without exhausting your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy monthly instalment plans. If paying bite-sized amounts each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: If you'd like to pay for your getaway across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Pressing the "book now" button is much easier with this plan. Simply put down a small deposit on your escape and then start working on your travel itinerary.
How far in advance should I book my Southeast Massachusetts holiday?
Get rewarded with the biggest variety at the cheapest prices by booking your Southeast Massachusetts adventure early. Air carriers usually advertise flights around a year prior to departure, so secure your spot as soon as you can. That said, Expedia is constantly working to give you the best bargains around, so it's never a bad time to book your dream holiday!
What does an Expedia Southeast Massachusetts travel package include?
Expedia has all you need to plan your Southeast Massachusetts trip, but how you structure your package is totally up to you. Select from any combination of hotels, flights and rental cars. Searching for a few activities to keep you busy? Once you've made your booking, you can add them too. No matter your budget, there's a package deal to meet your needs.
What should I know before booking a Southeast Massachusetts travel package?
When you book your hotels, flights and car rentals together, you'll walk away with terrific discounts. Whether you're planning a beach escape in a villa or would rather stay in a fancy hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a Southeast Massachusetts Expedia travel package?
Definitely. Expedia has more than 550 partner airlines to choose from around the world. With all that choice, finding the perfect carrier to bring you to Southeast Massachusetts won't be difficult.

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. Flight-inclusive packages are ATOL protected.