Book Exclusive Southeast Massachusetts Vacation Packages

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Southeast Massachusetts flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was CA $1,152, price is now CA $800 per person
CA $800
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,075, price is now CA $1,643 per person
CA $1,643
per person
Apr 29 - May 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,582, price is now CA $1,072 per person
CA $1,072
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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 New England Aquarium and Boston Common are located nearby.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $1,426, price is now CA $1,005 per person
CA $1,005
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was CA $1,125, price is now CA $824 per person
CA $824
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Top Southeast Massachusetts hotels deals

Holiday Inn Express Brockton - Boston by IHG

Holiday Inn Express Brockton - Boston by IHG

2.5 out of 5
405 Westgate Dr. Brockton MA
Free cancellation
The price is CA $104 per night
CA $104
CA $116 total
Feb 15 - Feb 16
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.
Pool
Breakfast included
Motel 6 Brockton, MA

Motel 6 Brockton, MA

2 out of 5
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 Brockton Fire Museum and Winthrop Square Clock Park are located nearby.
Pet-friendly
Parking included
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Free cancellation
Reserve now, pay when you stay
The price is CA $211 per night
CA $211
CA $320 total
Feb 10 - Feb 11
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 Hyannis Golf Course are located nearby.
Pool
Hot tub
Sonesta Select Boston Foxborough Mansfield

Sonesta Select Boston Foxborough Mansfield

3 out of 5
35 Foxborough Boulevard Foxboro MA
Free cancellation
Reserve now, pay when you stay
The price is CA $127 per night
CA $127
CA $142 total
Feb 10 - Feb 11
includes taxes & fees
Book a stay at this business-friendly hotel in Foxboro. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gillette Stadium and Foxborough Country Club are located nearby.
Pool
Pet-friendly
Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston

2.5 out of 5
29 Hancock St Quincy MA
Free cancellation
Reserve now, pay when you stay
The price is CA $146 per night
CA $146
CA $164 total
Feb 15 - Feb 16
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
Modern Beachfront Condo, Gorgeous Views and Centrally Located

Modern Beachfront Condo, Gorgeous Views and Centrally Located

Provincetown MA
Get rates
Book a stay at this beach condo in Provincetown. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions MacMillian Wharf and MacMillan Pier are located nearby.
Kitchen
Washer
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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 is also home to the New England Revolution, our pro soccer team. Tickets are easy to get and not crazy expensive. And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!

Gillette Stadium

4.5/5(27 reviews)

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

Gillette Stadium
Hyannis Harbor featuring a bay or harbour

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.

Hyannis Harbor
Cape Cod sunset. Mayflower Beach in March

Mayflower Beach

5/5(3 reviews)

Why not spend a carefree afternoon at Mayflower Beach during your travels in Dennis? While you're in the area, stroll along the waterfront.

Mayflower Beach

Frequently asked questions

How much are vacation packages to Southeast Massachusetts?
You can land an awesome flight and hotel bundle for an affordable CA $800. 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.

Photos of local treasures

Browse Southeast Massachusetts vacation photos for more inspiration

Plymouth featuring street scenes
Plymouth featuring street scenes
Southeast Massachusetts featuring autumn colours
Southeast Massachusetts as well as an individual male
Jenney Grist Mill