Southeast Massachusetts Vacations 2026 from CA $566

Southeast Massachusetts flight + hotel packages

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

DoubleTree Suites by Hilton Hotel Boston - Cambridge

Allston

CA $566

per person

Mar 16 - Mar 18

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTT) to Boston (BOS)

Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.

Boston Harbor Hotel

North End

CA $1,675

per person

Feb 13 - Feb 17

found 16 hours ago

Roundtrip flight included

Halifax (YHZ) 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 Boston Common are located nearby.

Raffles Boston

Back Bay

CA $2,590

per person

Feb 11 - Feb 18

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

Book a stay at this 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.

The Whitney Hotel

Beacon Hill

CA $1,913

per person

Feb 11 - Feb 18

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

Stay at this 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.

The Hotel Portsmouth

Downtown

CA $1,373

per person

Feb 11 - Feb 18

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Rundlet-May House and John Paul Jones House Museum are located nearby.

Top Southeast Massachusetts hotels deals

Hyatt Place Boston/Braintree

50 Forbes Road Braintree MA

Free cancellation

Reserve now, pay when you stay

CA $149

CA $167 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions South Shore Plaza and F1 Boston are located nearby.

Holiday Inn Express Brockton - Boston by IHG

405 Westgate Dr. Brockton MA

Free cancellation

CA $120

CA $134 total

Jan 11 - Jan 12, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Brockton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Brockton Fire Museum and Campanelli Stadium are located nearby.

Country Inn & Suites by Radisson, Brockton (Boston), MA

50 Christy Dr Brockton MA

Free cancellation

Reserve now, pay when you stay

CA $178

CA $199 total

Dec 23 - Dec 24

includes taxes & fees

Book a stay at this business-friendly hotel in Brockton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Brockton Fire Museum and Campanelli Stadium are located nearby.

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

Free cancellation

Reserve now, pay when you stay

CA $103

CA $118 total

Dec 23 - Dec 24

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 Wild Animal Lagoon and Bay View Street Beach are located nearby.

Falmouth Inn

824 Main Street Falmouth MA

Free cancellation

Reserve now, pay when you stay

CA $134

CA $182 total

Dec 28 - Dec 29

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 Island Queen Ferry and Falmouth Heights Beach are located nearby.

Nantucket Inn

1 Miller Lane Nantucket MA

Get rates

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.

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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.

Plymouth Rock

Find out about the history of Plymouth when you take a trip to Plymouth Rock. Wander the seaside and beautiful beaches in the area.

Frequently asked questions

How much are vacation packages to Southeast Massachusetts?

You can land an awesome flight and hotel bundle for an affordable CA $566. 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.