
Southeast Massachusetts Mountain Vacations
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Flight and Mountain hotel deals in Southeast Massachusetts
Price found within the past 48 hours. Click for updated prices.

Boston Lodge and Suites
Dorchester
Price was CA $1,217, price is now CA $665 per person
CA $665
per person
Sep 7 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026


Boston Harbor Hotel
North End
Price was CA $1,989, price is now CA $1,445 per person
CA $1,445
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The rooms were impeccable, and the staff was excellent. They were very proactive and helpful in resolving a few challenges we experienced during our trip.
The overall experience and the attention given to toddlers and children were amazing. It is also worth mentioning that even the crib was excellent, which made our stay much more comfortable.
We truly appreciated the level of service and attention to detail.
Reviewed on Aug 5, 2026

Mandarin Oriental, Boston
Back Bay
Price was CA $2,880, price is now CA $2,103 per person
CA $2,103
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
9.4/10 Exceptional! (438 reviews)
Very warm and welcoming staff. Has become our Goto hotel for Boston.
Reviewed on Aug 3, 2026

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View all trips5* Mountain holidays in Southeast Massachusetts
Price found within the past 48 hours. Click for updated prices.


Boston Harbor Hotel
North End
Price was CA $1,989, price is now CA $1,445 per person
CA $1,445
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The rooms were impeccable, and the staff was excellent. They were very proactive and helpful in resolving a few challenges we experienced during our trip.
The overall experience and the attention given to toddlers and children were amazing. It is also worth mentioning that even the crib was excellent, which made our stay much more comfortable.
We truly appreciated the level of service and attention to detail.
Reviewed on Aug 5, 2026

Mandarin Oriental, Boston
Back Bay
Price was CA $2,880, price is now CA $2,103 per person
CA $2,103
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
9.4/10 Exceptional! (438 reviews)
Very warm and welcoming staff. Has become our Goto hotel for Boston.
Reviewed on Aug 3, 2026
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View all trips3 Night Mountain holidays in Southeast Massachusetts
Price found within the past 48 hours. Click for updated prices.



Boston Harbor Hotel
North End
Price was CA $2,920, price is now CA $1,991 per person
CA $1,991
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The rooms were impeccable, and the staff was excellent. They were very proactive and helpful in resolving a few challenges we experienced during our trip.
The overall experience and the attention given to toddlers and children were amazing. It is also worth mentioning that even the crib was excellent, which made our stay much more comfortable.
We truly appreciated the level of service and attention to detail.
Reviewed on Aug 5, 2026
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See all available trips from Columbus to Southeast Massachusetts
View all trips4 Night Mountain holidays in Southeast Massachusetts
Price found within the past 48 hours. Click for updated prices.

The Cove at Yarmouth by Westgate Resorts
Price was CA $1,410, price is now CA $964 per person
CA $964
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
9.2/10 Wonderful! (268 reviews)
P
Indoor pool and hot tub loved and the outdoor Shack was great
Reviewed on Jun 8, 2026


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View all tripsThings to do

Moby Dick's New Bedford Smartphone Guided Walking Tour
CA $11
per adult
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