Massachusetts Adventure Vacations
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Flight and Adventure hotel deals in Massachusetts
Price found within the past 48 hours. Click for updated prices.
Revere Hotel Boston Common
Bay Village
Price was CA $1,505, price is now CA $1,280 per person
CA $1,280
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (1,891 reviews)
Nice staff, clean room and covered onsite parking a plus. Close walking distance to lots of places
Reviewed on Feb 11, 2026
Boston Harbor Hotel
North End
Price was CA $2,021, price is now CA $1,373 per person
CA $1,373
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026
Copley Square Hotel, a FOUND Hotel
Back Bay
Price was CA $1,657, price is now CA $1,421 per person
CA $1,421
per person
Apr 16 - Apr 19
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (3,871 reviews)
Kind and helpful valet — helped clean off my car after a snow storm. Friendly front desk and clean room.
Reviewed on Feb 11, 2026
Seaport Hotel Boston
Seaport District
Price was CA $1,616, price is now CA $1,389 per person
CA $1,389
per person
Apr 16 - Apr 19
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (3,661 reviews)
The hotel is overall clean and comfortable and the location is very convinient for access to the water front as well as the convention center. One note of caution, if you are an EV driver beware of the recently changed rules on the chargers. There are exorbitant fees for overstay. My vehicle stopped charging overnight and by the time I moved my vehicle around 8am I was charged over $100. This did spur my experience but I would still recommend the hotel.
Reviewed on Feb 10, 2026
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View all trips5* Adventure holidays in Massachusetts
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
North End
Price was CA $2,021, price is now CA $1,373 per person
CA $1,373
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026
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View all trips3 Night Adventure holidays in Massachusetts
Price found within the past 48 hours. Click for updated prices.
Revere Hotel Boston Common
Bay Village
Price was CA $1,386, price is now CA $1,141 per person
CA $1,141
per person
Apr 22 - Apr 25
found 18 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (1,891 reviews)
Nice staff, clean room and covered onsite parking a plus. Close walking distance to lots of places
Reviewed on Feb 11, 2026
Boston Harbor Hotel
North End
Price was CA $2,021, price is now CA $1,373 per person
CA $1,373
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026
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View all trips4 Night Adventure holidays in Massachusetts
Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Boston
Downtown Boston
Price was CA $1,250, price is now CA $1,018 per person
CA $1,018
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (4,672 reviews)
Beautiful elegant and warm setting, exceptionally friendly and attentive staff. Beautiful clean rooms with thoughtful layout
Reviewed on Feb 10, 2026
Boston Harbor Hotel
North End
Price was CA $2,955, price is now CA $1,976 per person
CA $1,976
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026
Fairmont Copley Plaza, Boston
Back Bay
Price was CA $1,448, price is now CA $1,196 per person
CA $1,196
per person
Mar 16 - Mar 20
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
The pictures of the room did them much more justice than warranted.
Reviewed on Feb 12, 2026
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Adventure Hotels in Massachusetts
HI Boston - Hostel
19 Stuart Street Boston MA
The price is CA $119 per night from Feb 23 to Feb 24
CA $119
CA $139 total
Feb 23 - Feb 24
includes taxes & fees
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,000 reviews)
Basic room and amenities. Staff was friendly. Nice place to stay in Boston on a budget. Very close to Wang Center.
Reviewed on Jan 24, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
The price is CA $138 per night from Feb 22 to Feb 23
CA $138
CA $207 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (3,974 reviews)
Clean
Reviewed on Feb 11, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
The price is CA $142 per night from Feb 23 to Feb 24
CA $142
CA $220 total
Feb 23 - Feb 24
includes taxes & fees
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (3,103 reviews)
Room Nice and clean, but small.
Reviewed on Feb 11, 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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