Southeast Massachusetts Vacations 2025/2026 from CA $719

Southeast Massachusetts flight + hotel packages

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

Boston Lodge and Suites

Dorchester

CA $719

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 4-star 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.

Raffles Boston

Back Bay

CA $1,319

per person

Nov 23 - Nov 26

found 15 hours ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Boston Harbor Hotel

North End

CA $1,163

per person

Nov 2 - Nov 4

found 4 hours ago

Roundtrip flight included

Detroit (DTT) to Boston (BOS)

Stay at this 5-star 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.

Global Luxury Suites East Boston

East Boston

CA $1,040

per person

Nov 8 - Nov 14

found 21 hours ago

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

Stay at this 4-star family-friendly aparthotel in Boston. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Boston Harbor and New England Aquarium are located nearby.

The Whitney Hotel

Beacon Hill

CA $1,201

per person

Nov 25 - Nov 29

found 22 hours ago

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

Stay at this 4-star 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 Boston Common and TD Garden 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

Get rates

Stay at this 4-star 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 Hyannis Harbor and Cape Codder Water Park are located nearby.

Pool

Hot tub

Iris Hotel Cape Cod

291 Jones Rd, Falmouth, MA

Free cancellation

Reserve now, pay when you stay

CA $141

CA $161 total

Oct 1 - Oct 2

includes taxes & fees

Stay at this 3-star business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal and Long Pond Trail are located nearby.

Pool

Parking included

Best Western Adams Inn Quincy-Boston

29 Hancock St, Quincy, MA

Free cancellation

Reserve now, pay when you stay

CA $222

CA $248 total

Oct 5 - Oct 6

includes taxes & fees

Book a stay at this business-friendly hotel in Quincy. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Breakfast included

Pet-friendly

Cape Sands Inn

149 Main St - RT 28, West Yarmouth, MA

Free cancellation

Reserve now, pay when you stay

CA $103

CA $118 total

Sep 22 - Sep 23

includes taxes & fees

Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hyannis Harbor and Mayflower Beach are located nearby.

Pool

Hot tub

Falmouth Inn

824 Main Street, Route 28, Falmouth, MA

Free cancellation

Reserve now, pay when you stay

CA $164

CA $208 total

Oct 13 - Oct 14

includes taxes & fees

Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.

Pool

Breakfast included

Cambria Hotel & Suites Plymouth

26 Plaza Way, Plymouth, MA

Free cancellation

Reserve now, pay when you stay

CA $178

CA $199 total

Sep 28 - Sep 29

includes taxes & fees

Stay at this 3-star hotel in Plymouth. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Colony Place and Mayflower Brewing Company are located nearby.

Pet-friendly

Parking included

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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.

Popular places to visit

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's great live music and acclaimed theater scene.

Hyannis Harbor

Explore the waterfront in Hyannis with a trip to Hyannis Harbor. Stroll along the seaside in this family-friendly area, or check out its seafood restaurants.

Commercial Street

Enjoy a stop at Commercial Street, an entertaining place to visit in Provincetown. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Southeast Massachusetts?

You can land an awesome flight and hotel bundle for an affordable CA $719. 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.