Southeast Massachusetts Vacations from ￥67,886

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The Latest Southeast Massachusetts Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was ￥156,918, price is now ￥67,886 per person
￥67,886
per person
Nov 20 - Nov 23
found 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was ￥266,370, price is now ￥142,074 per person
￥142,074
per person
Nov 20 - Nov 23
found 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug 20, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was ￥183,960, price is now ￥108,174 per person
￥108,174
per person
Nov 20 - Nov 23
found 13 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on Aug 24, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was ￥160,623, price is now ￥107,556 per person
￥107,556
per person
Nov 20 - Nov 23
found 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.2/10 Wonderful! (1,010 reviews)
Increased room daily charges at the time of checkout significantly

Reviewed on Aug 24, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was ￥176,656, price is now ￥118,544 per person
￥118,544
per person
Nov 20 - Nov 23
found 13 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Well appointed property, close to transit, downtown and highways. We had a lovely stay and look forward to returning soon.

Reviewed on Aug 25, 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

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 ￥22,337 per night from Sep 14 to Sep 15
￥22,337
￥34,020 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (294 reviews)
"Na"

Reviewed on Aug 24, 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 ￥21,142 per night from Sep 2 to Sep 3
￥21,142
￥23,615 total
Sep 2 - Sep 3
includes taxes & fees
7.2/10 Good! (1,008 reviews)
"Comfortable with great breakfast included"

Reviewed on Aug 15, 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 ￥21,931 per night from Sep 1 to Sep 2
￥21,931
￥28,928 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (1,008 reviews)
"Great location and super convenient to waterfront dining"

Reviewed on Aug 24, 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.

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 waterfront in this family-friendly area, or check out its seafood restaurants.

Cape Codder Water Park

Frequently asked questions

How much does a Southeast Massachusetts vacation package cost?
Starting from a low ￥67,886, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.