Southeast Massachusetts Vacations from ￥300,498

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The Latest Southeast Massachusetts Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.6/10 Excellent! (1,588 reviews)
Beautiful view. Good location

Reviewed on Jun 16, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (1,007 reviews)
Location for first time Boston visitors was really good as a lot area to explore by foot then you could Uber the rest. The staff and in-room dining was outstanding

Reviewed on Jun 16, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (407 reviews)
Lobby smells of food because of the restaurant in the hotel. They need to change the menu or have a stronger exhaust.

Reviewed on Jun 6, 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (2,977 reviews)
everything perfect.

Reviewed on Jun 16, 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.8/10 Excellent! (1,001 reviews)
We loved the bar/restaurant in the lobby. Food and staff were Fantastic

Reviewed on Jun 16, 2025

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

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 ￥23,305 per night from Jun 29 to Jun 30
￥23,305
￥26,032 total
Jun 29 - Jun 30
includes taxes & fees
7.2/10 Good! (1,006 reviews)
"Customer service was great"

Reviewed on Jun 16, 2025

Best Western Adams Inn Quincy-Boston
Faraway Nantucket
Faraway Nantucket
3.5 out of 5
29 Centre St., Nantucket, MA
The price is ￥53,612 per night from Jun 30 to Jul 1
￥53,612
￥62,878 total
Jun 30 - Jul 1
includes taxes & fees
8.6/10 Excellent! (356 reviews)
"Great hotel centrally located in town. Walking distance to everything. Great clean rooms and bigger than most hotels in the area. Staff was helpful. The hotel doesn’t serve breakfast just donuts and coffee on Wednesdays to Sundays. Yet restaurants close by where you can buy breakfast and bring back ..."

Reviewed on Jun 16, 2025

Faraway Nantucket
Colonial Acres Resort
Colonial Acres Resort
3 out of 5
114 Standish Way, West Yarmouth, MA
"Ocean view as advertised and only a short walk from the beach and nice restaurant"

Reviewed on Sep 1, 2024

Get rates
Colonial Acres Resort
See all 11,252 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.

Frequently asked questions

How much does a Southeast Massachusetts vacation package cost?
Starting from a low ￥300,498, 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 vacation 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 fulfill those vacation 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 vacation?
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 vacation package is the most convenient way to organize 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 vacation 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 vacation 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 vacation 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.

Discover the most popular places to visit in Southeast Massachusetts

Cape Cod National Seashore showing general coastal views and tranquil scenes

Cape Cod National Seashore

4.5/5(618 reviews)

Covering over miles of shoreline around Cape Cod, this national park offers endless things to see and do regardless of the season.

Cape Cod National Seashore

Cape Codder Water Park

4/5(71 reviews)

Bring the family to Cape Codder Water Park and enjoy this exciting amusement park in Hyannis. Stroll along the seaside in this family-friendly area, or check out its seafood restaurants.

Cape Codder Water Park

Wrentham Village Premium Outlets

4.5/5(90 reviews)

You can search for that perfect souvenir at Wrentham Village Premium Outlets during your visit to Wrentham. Experience the area's great live music and acclaimed theater scene.

Wrentham Village Premium Outlets
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.