Book Exclusive Massachusetts Vacation Packages

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Boston

Vacations
Boston

Massachusetts flight + hotel packages

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

Wayfinder Newport

4 out of 5
Price was CA $1,653, price is now CA $1,098 per person
CA $1,098
per person
Feb 9 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
Stay at this hotel in Newport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thames Street and Newport Mansions are located nearby.
The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Price was CA $1,720, price is now CA $1,099 per person
CA $1,099
per person
Mar 4 - Mar 11
found 7 hours ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
Book a stay at this spa aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Wild Animal Lagoon and Bay View Street Beach are located nearby.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was CA $3,921, price is now CA $2,631 per person
CA $2,631
per person
Mar 14 - Mar 20
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
Price was CA $4,040, price is now CA $2,745 per person
CA $2,745
per person
Mar 4 - Mar 11
found 7 hours ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Chatham Seaside Links and Chatham Fish Pier are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,458, price is now CA $1,697 per person
CA $1,697
per person
Mar 18 - Mar 22
found 1 hour ago
Roundtrip flight included
Ottawa (YOW) 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.

Top Massachusetts hotels deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is CA $161 per night
CA $161
CA $187 total
Jan 13 - Jan 14
includes taxes & fees
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and TD Garden are located nearby.
Free WiFi
Restaurant
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Free cancellation
Reserve now, pay when you stay
The price is CA $165 per night
CA $165
CA $234 total
Jan 18 - Jan 19
includes taxes & fees
Book a stay at this business-friendly 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 Copley Square and Fenway Park are located nearby.
Free WiFi
Restaurant
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Free cancellation
Reserve now, pay when you stay
The price is CA $217 per night
CA $217
CA $309 total
Jan 25 - Jan 26
includes taxes & fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
Pool
Hot tub
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St Boston MA
Free cancellation
Reserve now, pay when you stay
The price is CA $548 per night
CA $548
CA $638 total
Jan 11 - Jan 12
includes taxes & fees
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.
Pool
Pet-friendly
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street Boston MA
Free cancellation
Reserve now, pay when you stay
Get rates
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
Pet-friendly
Free WiFi
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Free cancellation
Reserve now, pay when you stay
The price is CA $167 per night
CA $167
CA $242 total
Jan 18 - Jan 19
includes taxes & fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
Pool
Pet-friendly
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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

Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

Catch an event at Fenway Park during your trip to Boston. Attend a baseball game in this walkable area.

Fenway Park
Boston Common which includes flowers, a garden and landscape views

Boston Common

After visiting Boston Common, make a plan to see the other sights and activities in Boston. Discover the acclaimed theater scene in this vibrant area, or seek out the local tours.

Boston Common
TD Garden

TD Garden

Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.

TD Garden

Photos of local treasures

Browse Massachusetts vacation photos for more inspiration

Massachusetts
Massachusetts
Surf Drive Beach featuring a beach
Massachusetts
Theatre District which includes night scenes, a high-rise building and a city

Frequently asked questions

How much are vacation packages to Massachusetts?
With vacation packages available from as little as CA $1,098, it's not necessary to drain your bank balance to travel to Massachusetts. Travelocity is here to help. Bundle up experiences, flights and hotels into a convenient package and receive some excellent discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Massachusetts?
Look no further than Travelocity. With access to 400 air carriers and an incredible 1,000,000 worldwide properties, finding the perfect Massachusetts package deal couldn't be easier.
Why should I purchase my Massachusetts vacation package with Travelocity?
We've got a destination to suit every type of traveler, excellent service and 24/7 support. In addition to that, we'll match any cheaper price you come across with our Price Match Guarantee.
Will I save money on my Massachusetts car rental if I combine it with a hotel or flight?
Absolutely. And our Massachusetts vacation packages are the best way to do it. With just a few clicks you can save cash as well as time by booking everything in one place. Pick up the keys to your rental car then chart your own course. Looking for things to do? Add some tours or experiences to your package and save on those too.
Which airport is best for Massachusetts?
Logan Intl. Airport (BOS), T.F. Green Airport (PVD) and Manchester-Boston Regional Airport (MHT) are the main airports for passengers traveling in and out of Massachusetts.
What is there to do in Massachusetts?
Massachusetts boasts hidden surprises at every corner, but be sure you see Fenway Park and Boston Common while you're in town. These attractions can't be missed.