Eastern Massachusetts Cheap Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Cheap hotel deals in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
CA $1,452
per person
Oct 14 - Oct 17
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (3,256 reviews)
This will be my new go to hotel whenever I’m in Boston. The staff is absolutely amazing and the rooms have great views and get cleaned daily! The pub next door has a great vibe with good food and cold beers. I highly recommend this spot. It’s right in the heart of Boston and for the price, you just can’t beat it.
Reviewed on Aug 14, 2026
Harborside Inn Of Boston
Downtown Boston
CA $1,483
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (6,889 reviews)
Perfect location as this was my first trip to Boston. Hotel was clean, staff was friendly and we were able to check in at 2pm. Walkable to everything we wanted to see and do! Will definitely stay here again
Reviewed on Aug 14, 2026
Don't see what you're looking for?
See all available trips from Columbus to Eastern Massachusetts
View all trips3 Night Cheap holidays in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
Harborside Inn Of Boston
Downtown Boston
CA $1,339
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.2/10 Wonderful! (6,889 reviews)
Perfect location as this was my first trip to Boston. Hotel was clean, staff was friendly and we were able to check in at 2pm. Walkable to everything we wanted to see and do! Will definitely stay here again
Reviewed on Aug 14, 2026
Don't see what you're looking for?
See all available trips from Columbus to Eastern Massachusetts
View all trips4 Night Cheap holidays in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
CA $1,697
per person
Oct 14 - Oct 18
found 9 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9/10 Wonderful! (3,256 reviews)
The staff was amazing, and the location was great and close to all the touristy places.
Reviewed on Aug 14, 2026
Harborside Inn Of Boston
Downtown Boston
CA $1,483
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (6,889 reviews)
Perfect location as this was my first trip to Boston. Hotel was clean, staff was friendly and we were able to check in at 2pm. Walkable to everything we wanted to see and do! Will definitely stay here again
Reviewed on Aug 14, 2026
Don't see what you're looking for?
See all available trips from Columbus to Eastern Massachusetts
View all tripsCheap Hotels in Eastern Massachusetts
The Revolution Hotel
40 Berkeley Street Boston MA
- 3 min walk from Fenway Park
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 ...
Harborside Inn Of Boston
185 State St Boston MA
- 18 min walk from Fenway Park
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. ...
9.2/10 Wonderful! (6,874 reviews)
"Perfect location as this was my first trip to Boston. Hotel was clean, staff was friendly and we were able to check in at 2pm. Walkable to everything we wanted to see and do! Will definitely stay here again"
Reviewed on Aug 14, 2026
The Dagny Boston
89 Broad Street Boston MA
- 15 min walk from Fenway Park
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 ...
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.
Things to do
Cape Ann Harbor: Self-Guided Driving Audio Tour
CA $24
per traveller
100% of travellers recommend
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
CA $70
per adult
Massachusetts: Smartphone-Based Audio Tour Bundle
CA $71
per traveller
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
