Southeast Massachusetts Vacations

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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

Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is ₩135,100 per night from Sep 1 to Sep 2
₩135,100
₩168,517 total
Sep 1 - Sep 2
includes taxes & fees
6.8/10 (812 reviews)
"The only reason u give it a four is because the property wasn’t completely finished but definitely a good stay would recommend"

Reviewed on Jul 30, 2025

Hyannis Plaza Hotel
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is ₩250,105 per night from Sep 1 to Sep 2
₩250,105
₩302,154 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,434 reviews)
"Jon at Moby Dick Pub was an absolute legend."

Reviewed on Aug 1, 2025

Bayside Resort Hotel
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 ₩254,551 per night from Aug 24 to Aug 25
₩254,551
₩370,853 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (238 reviews)
"Great location, spacious rooms, good size pools and a lazy river. It is a restful oasis to retreat to, once you have explored the towns of the cape, including Hyannis, Chatham and Falmouth Great fun and friendly staff."

Reviewed on Jul 30, 2025

Margaritaville Resort Cape Cod
See all 11,242 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

Plymouth Harbor which includes a coastal town and a marina

Plymouth Harbor

Visit the place where the Mayflower dropped anchor and the Pilgrims first touched the New World, a focal point of any visit to Plymouth.

Plymouth Harbor
Barnstable featuring a sandy beach

Old Silver Beach

Go for a swim in the surprisingly warm water or enjoy the views across Buzzard Bay at Falmouth’s family-favorite beach.

Old Silver Beach

New Bedford Seastreak Ferry Terminal

Explore the waterfront in New Bedford with a trip to New Bedford Seastreak Ferry Terminal. While you're in the area, stroll along the waterfront.

New Bedford Seastreak Ferry Terminal

Frequently asked questions

How much does a Southeast Massachusetts vacation 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 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.