Book Exclusive Massachusetts Vacation Packages

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Search vacation packages deals in Massachusetts's top destinations

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.

Boston

Vacations
Boston

Massachusetts flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was CA $1,459, price is now CA $989 per person
CA $989
per person
Jan 1 - Jan 4
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 breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $2,727, price is now CA $1,954 per person
CA $1,954
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $1,922, price is now CA $1,456 per person
CA $1,456
per person
Dec 20 - Dec 23
found 4 hours ago
Roundtrip flight included
Calgary (YYC) 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.
Life House, Nantucket

Life House, Nantucket

3.5 out of 5
Nantucket Town
Save 100% on your flight
Price was CA $3,025, price is now CA $2,310 per person
CA $2,310
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Jethro Coffin House and White Heron Theatre are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $1,703, price is now CA $1,308 per person
CA $1,308
per person
Dec 9 - Dec 11
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 marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Harbor are located nearby.

Top Massachusetts hotels deals

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 $378 per night
CA $378
CA $498 total
Oct 30 - Oct 31
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 Faneuil Hall Marketplace and Boston Harbor are located nearby.
Pool
Hot tub
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Free cancellation
Reserve now, pay when you stay
The price is CA $223 per night
CA $223
CA $260 total
Nov 8 - Nov 9
includes taxes & fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square 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 $251 per night
CA $251
CA $341 total
Nov 19 - Nov 20
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 Faneuil Hall Marketplace and Boston Harbor 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
The price is CA $326 per night
CA $326
CA $429 total
Nov 8 - Nov 9
includes taxes & fees
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 Faneuil Hall Marketplace and Boston Harbor are located nearby.
Pet-friendly
Free WiFi
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Free cancellation
Reserve now, pay when you stay
The price is CA $395 per night
CA $395
CA $441 total
Nov 11 - Nov 12
includes taxes & fees
Book a stay at this 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.
Spa
Parking included
Omni Parker House

Omni Parker House

4.5 out of 5
60 School St Boston MA
Free cancellation
Reserve now, pay when you stay
The price is CA $417 per night
CA $417
CA $544 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Common are located nearby.
Pet-friendly
Free WiFi
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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.

Stay near popular Massachusetts attractions

A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

Fenway Park

9.2/10 (11,009 reviews)
Catch an event at Fenway Park during your trip to Boston. Attend a baseball game in this walkable area.
See properties

Photos of local treasures

Browse Massachusetts vacation photos for more inspiration

A street with autumn-colored trees, a building with a sign for 'EDYTHE & CO.', and a parked car.
A large, illuminated ship docked at a pier with fireworks in the background.
A wooden beach gate leading to a sandy beach with the ocean in the background.
A modern building with a prominent ICA sign, glass facade, and a waterfront location.
A brightly lit Paramount theater with illuminated marquee and signage.

Frequently asked questions

How much are vacation packages to Massachusetts?
With vacation packages available from as little as CA $989, 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.

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