
Eastern Massachusetts Cheap Vacations
Book a Cheap Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 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
Top Cheap vacation packages in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.


Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Price was ¥80,468, price is now ¥68,955 per person
¥68,955
per person
Dec 5 - Dec 7
found 24 hours ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
9/10 Wonderful! (2,830 reviews)
This is not a 4 star property and was priced too high. The pluses: great front desk staff and quiet street. Centrally located. The negatives: worn down furniture, bathroom set up where tiny tiny counter made it easy for toiletries to  fall in the toilet. The cleaning staff would come and replace towels and take out garbage upon request, but wouldn’t replace the coffee on multiple occasions. They seem to be very short staffed. We stayed at another 4 star hotel in NYC for around the same price just before this visit in Boston. There was no comparison.
Reviewed on Oct 28, 2025

Harborside Inn Of Boston
Government Center
Price was ¥67,223, price is now ¥61,398 per person
¥61,398
per person
Dec 5 - Dec 7
found 24 hours ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
9.2/10 Wonderful! (5,848 reviews)
great location and really nice room. first class shower. only suggestion would be upgrade electrical for charging ports. none available in our room
Reviewed on Oct 31, 2025

The Westin Copley Place, Boston, a Marriott Hotel
Back Bay
Price was ¥65,481, price is now ¥64,743 per person
¥64,743
per person
Dec 5 - Dec 7
found 24 hours ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
9.2/10 Wonderful! (1,354 reviews)
Room was good, however the hotel, despite its apparent recent renovation, gives the feeling of an older hotel
Reviewed on Oct 30, 2025

Don't see what you're looking for?
See all available trips from San Francisco to Eastern Massachusetts
View all trips3 Night Cheap vacations in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.


Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Price was ¥88,252, price is now ¥66,054 per person
¥66,054
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (2,830 reviews)
This is not a 4 star property and was priced too high. The pluses: great front desk staff and quiet street. Centrally located. The negatives: worn down furniture, bathroom set up where tiny tiny counter made it easy for toiletries to  fall in the toilet. The cleaning staff would come and replace towels and take out garbage upon request, but wouldn’t replace the coffee on multiple occasions. They seem to be very short staffed. We stayed at another 4 star hotel in NYC for around the same price just before this visit in Boston. There was no comparison.
Reviewed on Oct 28, 2025

Harborside Inn Of Boston
Government Center
Price was ¥98,351, price is now ¥82,576 per person
¥82,576
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.2/10 Wonderful! (5,848 reviews)
great location and really nice room. first class shower. only suggestion would be upgrade electrical for charging ports. none available in our room
Reviewed on Oct 31, 2025
Don't see what you're looking for?
See all available trips from Toronto to Eastern Massachusetts
View all tripsTop Cheap Eastern Massachusetts Hotels

Lakeside Inn
595 North Ave, Wakefield, MA
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (2,265 reviews)
great clean rooms
Reviewed on Oct 29, 2025

The Constitution Inn
150 3rd Ave, Boston, MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and Boston Harbor ...
Comfortable but bad parking situation
Only downside was the parking garage which cost $16/day and the ice machine was broken. Bed was very comfortable and staff was kind. Room was also clean and elevator was fast.
Reviewed on Oct 25, 2020

Red Roof Inn PLUS+ Boston - Framingham
650 Cochituate Rd, Framingham, MA
Stay at this hotel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,008 reviews)
Mattress not the most comfortable and heating unit very loud. Front desk checkin very easy and staff ver friendly
Reviewed on Oct 26, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
