Eastern Massachusetts Cheap Vacations
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Flight and Cheap hotel deals in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
Hilton Boston Park Plaza
Bay Village
Price was CA $965, price is now CA $763 per person
CA $763
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.4/10 Very Good! (3,136 reviews)
Second stay here. This is now our go to hotel in Boston. Excellent staff, location, and wonderful lobby/lounge. Can’t wait to return.
Reviewed on Mar 13, 2026
Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Price was CA $1,095, price is now CA $826 per person
CA $826
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (2,995 reviews)
Très bien situé. Très calme le soir malgré que ce soit au centre-ville. Chambre un peu vieille mais lit super confortable. Idéal pour marcher et visiter.
Reviewed on Mar 20, 2026
The Westin Copley Place, Boston, a Marriott Hotel
Back Bay
Price was CA $2,036, price is now CA $1,707 per person
CA $1,707
per person
May 25 - May 30
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.2/10 Wonderful! (1,463 reviews)
The staff was incredibly friendly and accomodating.
Reviewed on Mar 17, 2026
Harborside Inn Of Boston
Downtown Boston
Price was CA $1,009, price is now CA $894 per person
CA $894
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (6,377 reviews)
Lovely stylish hotel, which excellent sound system in each room. Good location.
Reviewed on Mar 20, 2026
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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.
Hilton Boston Park Plaza
Bay Village
Price was CA $965, price is now CA $763 per person
CA $763
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.4/10 Very Good! (3,136 reviews)
Second stay here. This is now our go to hotel in Boston. Excellent staff, location, and wonderful lobby/lounge. Can’t wait to return.
Reviewed on Mar 13, 2026
Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Price was CA $1,095, price is now CA $826 per person
CA $826
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (2,995 reviews)
Très bien situé. Très calme le soir malgré que ce soit au centre-ville. Chambre un peu vieille mais lit super confortable. Idéal pour marcher et visiter.
Reviewed on Mar 20, 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
Price was CA $1,617, price is now CA $1,239 per person
CA $1,239
per person
May 25 - May 29
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (2,995 reviews)
Très bien situé. Très calme le soir malgré que ce soit au centre-ville. Chambre un peu vieille mais lit super confortable. Idéal pour marcher et visiter.
Reviewed on Mar 20, 2026
Hilton Boston Park Plaza
Bay Village
Price was CA $1,496, price is now CA $1,191 per person
CA $1,191
per person
May 25 - May 29
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (3,136 reviews)
Second stay here. This is now our go to hotel in Boston. Excellent staff, location, and wonderful lobby/lounge. Can’t wait to return.
Reviewed on Mar 13, 2026
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See all available trips from Columbus to Eastern Massachusetts
View all tripsCheap Hotels in Eastern Massachusetts
The Revolution Hotel
40 Berkeley Street Boston MA
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 ...
9/10 Wonderful! (2,534 reviews)
Very reasonable cost but rooms are hit or miss. My room lacked window treatments to block out the outside light and was not well soundproofed so I heard the elevator and people talking outside all the time. The TV also didn’t work. Positives are that the bedding is comfortable, the bathrooms are ...
Reviewed on Mar 20, 2026
Harborside Inn Of Boston
185 State St Boston MA
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! (6,376 reviews)
Lovely stylish hotel, which excellent sound system in each room. Good location.
Reviewed on Mar 20, 2026
The Dagny Boston
89 Broad Street Boston MA
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 ...
9.4/10 Exceptional! (7,124 reviews)
great experience all around
Reviewed on Mar 20, 2026
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.
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