Kendall Square Vacation Packages
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Top Holiday Package Deals in Kendall Square
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
Price was CA $1,411, price is now CA $706 per person
CA $706
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more.
We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of.
Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.
Reviewed on Oct 17, 2026
Raffles Boston
Back Bay
Save 100% on your flight
Price was CA $2,234, price is now CA $1,488 per person
CA $1,488
per person
Jan 14 - Jan 17
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)
The only place I’ll stay in Boston
Reviewed on Nov 7, 2026
The Langham, Boston
Downtown Boston
Price was CA $1,542, price is now CA $1,098 per person
CA $1,098
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Coffee machine in our room did not work and unfortunately our room located near the stair exit was not the most quiet. Other than that, was a very nice hotel with lovely staff.
Reviewed on Nov 7, 2026
Where to stay in Kendall Square
Find the best Kendall Square areas and neighborhoods for the activities you enjoy most. Learn more about Kendall Square
Downtown Boston
Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.
Kendall Square Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Nov 22 to Nov 23
CA $197
CA $287 total
Nov 22 - Nov 23
includes taxes & fees
The Revolution Hotel
40 Berkeley Street Boston MA
The price is CA $150 per night from Nov 23 to Nov 24
CA $150
CA $174 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (3,022 reviews)
"Clean stay in a great location"
Reviewed on Nov 7, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Nov 23 to Nov 24
CA $173
CA $249 total
Nov 23 - Nov 24
includes taxes & fees
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 Kendall Square attractions
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $69
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $119
per adult
92% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
CA $101
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.