Southeast Massachusetts Vacations 2026 from CA $813

Southeast Massachusetts flight + hotel packages

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

Boston Lodge and Suites

Dorchester

CA $813

per person

Oct 21 - Oct 23

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Nantucket Inn

CA $2,918

per person

Sep 21 - Sep 28

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Book a stay at this business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Nobadeer Beach and Madequecham Pond are located nearby.

Boston Harbor Hotel

North End

CA $1,360

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

By the Sea Guests Bed & Breakfast & Suites

CA $1,214

per person

Sep 21 - Sep 28

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Book a stay at this beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions West Dennis Beach and Harwich Port are located nearby.

The Langham, Boston

Downtown Boston

CA $1,652

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.

Top Southeast Massachusetts hotels deals

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Free cancellation

Reserve now, pay when you stay

CA $264

CA $381 total

Sep 20 - Sep 21

includes taxes & fees

Book a stay at this spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions Cape Codder Water Park and Cape Cod Melody Tent are located nearby.

Iris Hotel Cape Cod

291 Jones Rd Falmouth MA

Free cancellation

Reserve now, pay when you stay

CA $188

CA $215 total

Sep 7 - Sep 8

includes taxes & fees

Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Falmouth Heights Beach and Woods Hole Ferry Terminal are located nearby.

Pool

Pet-friendly

Sonesta Select Boston Foxborough Mansfield

35 Foxborough Boulevard Foxborough MA

Free cancellation

Reserve now, pay when you stay

CA $158

CA $176 total

Aug 24 - Aug 25

includes taxes & fees

Book a stay at this business-friendly hotel in Foxborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gillette Stadium and Xfinity Center are located nearby.

Nantucket Inn

1 Miller Lane Nantucket MA

CA $696

CA $778 total

Sep 7 - Sep 8

includes taxes & fees

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

Free cancellation

Reserve now, pay when you stay

CA $224

CA $273 total

Sep 7 - Sep 8

includes taxes & fees

Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.

Uncommoner Hotel by Reverie Boutique Collection

135 Route 28 West Yarmouth MA

Free cancellation

Reserve now, pay when you stay

CA $191

CA $227 total

Sep 7 - Sep 8

includes taxes & fees

Book a stay at this beach hotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.

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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 are vacation packages to Southeast Massachusetts?

You can land an awesome flight and hotel bundle for an affordable CA $813. With a Travelocity vacation package, a getaway in Southeast Massachusetts has never looked so good! Save both time and money and get an early start with packing your suitcases.

Where can I get the best vacation package deals for Southeast Massachusetts?

For an amazing Southeast Massachusetts package deal, nothing compares to Travelocity. Take your pick from as many as 400 airlines and 1,000,000 properties around the globe to create your ideal adventure — the choice is all yours!

Why should I book my Southeast Massachusetts vacation bundle with Travelocity?

We take the hassle out of travel planning. Whether you're seeking an amazing new place to wander around or want to ensure you get the best deal around, we're here to assist. Our 24/7 support, high-quality service and Price Match Guarantee mean you can book with confidence.

Can I save money on my Southeast Massachusetts car rental if I combine it with hotels and flights?

You certainly can with our Southeast Massachusetts vacation packages. With one of these, there are loads of ways to stretch your budget further. Combine any two or more car, flight, hotel and tour bookings and see the savings pile up. With your own set of wheels, all the key sights in and around Southeast Massachusetts are within reach.

Which airport is best for Southeast Massachusetts?

Most visitors head to Southeast Massachusetts through Logan Intl. Airport (BOS) or T.F. Green Airport (PVD). Martha's Vineyard Airport (MVY) is another popular choice.

What is there to do in Southeast Massachusetts?

A diverse and inspiring destination, Southeast Massachusetts offers some incredible things to see and do. Plymouth Rock and National Monument to the Forefathers are among the most popular.