Southeast Massachusetts Vacations 2025/2026 from CA $1,112

Southeast Massachusetts flight + hotel packages

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

The Inn at Hastings Park, Relais & Chateaux - Boston

CA $1,112

per person

Jan 1 - Jan 4

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 4-star luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.

The Whitney Hotel

Beacon Hill

CA $1,171

per person

Dec 27 - Dec 30

found 16 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) 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.

Boston Harbor Hotel

North End

CA $1,493

per person

Dec 20 - Dec 24

found 1 day ago

Roundtrip flight included

Toronto (YYZ) 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.

Encore Boston Harbor

CA $1,215

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.

XV Beacon

Beacon Hill

CA $1,377

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, 24-hour room service, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace 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 $159

CA $178 total

Dec 4 - Dec 5

includes taxes & fees

Stay at this 3.5-star 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.

Breakfast included

Pet-friendly

Marriott Boston Quincy

1000 Marriot Dr, Quincy, MA

Free cancellation

Reserve now, pay when you stay

CA $154

CA $172 total

Nov 24 - Nov 25

includes taxes & fees

Stay at this 3.5-star business-friendly hotel in Quincy. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Shore Plaza and F1 Boston are located nearby.

Pool

Free WiFi

Motel 6 Brockton, MA

391 Westgate Dr, Brockton, MA

Free cancellation

Reserve now, pay when you stay

Get rates

Stay at this motel in Brockton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Campanelli Stadium and Eldon B. Kieth Field are located nearby.

Pet-friendly

Parking included

Best Western Adams Inn Quincy-Boston

29 Hancock St, Quincy, MA

Free cancellation

Reserve now, pay when you stay

CA $163

CA $182 total

Nov 23 - Nov 24

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 $108

CA $123 total

Nov 14 - Nov 15

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 $149

CA $227 total

Nov 13 - Nov 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

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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

4.5/5(27 reviews)

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

Hyannis Harbor

4.5/5(33 reviews)

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 $1,112. 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.