Southeast Massachusetts Vacation Packages

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Top Southeast Massachusetts Vacation Deals

Price found within the past 48 hours. Click for updated prices.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Jul. 26 - Jul. 30
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.4/10 Very Good! (1,667 reviews)
Room was clean and well appointed. Staff was courteous. Fine for our short stay (1 night) but room was extremely small.

Reviewed on May 11, 2024

Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
Save 100% on your flight
per person
Jul. 24 - Jul. 28
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
7/10 Good! (83 reviews)
It was very important that I called a week ahead to pay for parking and to make sure a lockbox was ready for us when we arrived after midnight when no one was at the main desk. I had to call again before we got on the plane for our lock box code. It was close to the subway entrance. The pool was in a different building and it was closed for maintenance. The main reason I picked this location was the pool for our son, he was very disappointed.

Reviewed on Apr. 23, 2024

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
per person
Jul. 24 - Jul. 28
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
8.6/10 Excellent! (1,479 reviews)
Pleasant place. Housekeeping was excellent and flexible. Lovely location.

Reviewed on May 15, 2024

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Jul. 21 - Jul. 25
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (2,220 reviews)
I was disappointed that the spa was closed on Monday and Tues especially because my sister and I came for a 2 night stay Mon- Wed for a spa vacation. I found out after I booked it. A small glass of wine. Bottles $ 60-80 No service around the gambling floor to order any drinks. Maybe one server. Restaurants too expensive and I was disappointed in the shops. I had to drive everywhere. Next time I will stay closer to newbury st.

Reviewed on May 16, 2024

XV Beacon

XV Beacon

5 out of 5
Beacon Hill
Save 100% on your flight
per person
Jul. 26 - Jul. 30
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.4/10 Exceptional! (347 reviews)
Very clean and comfortable.

Reviewed on Apr. 14, 2024

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(2 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 hotel + flight trips in Nantucket Town

Southeast Massachusetts Hotel Deals

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 CA $218 per night from May 20 to May 21
CA $218
CA $249 total
includes taxes & fees
May 20 - May 21
8.8/10 Excellent! (1,017 reviews)
"Was very happy with the service and room. Would definitely book this place again."

Reviewed on May 14, 2024

Bayside Resort Hotel
Marriott Boston Quincy
Marriott Boston Quincy
3.5 out of 5
1000 Marriot Dr, Quincy, MA
Fully refundableReserve now, pay when you stay
The price is CA $243 per night from May 27 to May 28
CA $243
CA $272 total
includes taxes & fees
May 27 - May 28
8.6/10 Excellent! (1,004 reviews)
Conveniently Located
"Conveniently located just 25 min south of Boston, near a major shopping mall, nice bar/restaurant at the hotel, and the price was ok given what hotels are charging in Boston. The not so good…charge for internet And parking for guests."

Reviewed on May 6, 2024

Marriott Boston Quincy
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
2.5 out of 5
867 Iyannough Road, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from May 19 to May 20
CA $230
CA $263 total
includes taxes & fees
May 19 - May 20
8.8/10 Excellent! (439 reviews)
"Clean and comfortable Friendly service"

Reviewed on May 14, 2024

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
See all 10,936 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Southeast Massachusetts vacation package cost?
Starting from a low CA $1,010, 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

Image for Fenway Park

Fenway Park

4.5/5(305 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Image for Harvard University

Harvard University

4.5/5(279 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Image for New England Aquarium

New England Aquarium

4.5/5(154 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

What to do in Southeast Massachusetts

Image for Fairhaven Frenzy Scavenger Hunt

Fairhaven Frenzy Scavenger Hunt

CA $37
Per adult
Fairhaven Frenzy Scavenger Hunt
See all activities in Southeast Massachusetts

Other vacations you might like

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