Monroe Vacation Packages
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Better together
Save up to CA $1,096 when you book a flight and hotel together*
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Top Monroe Vacation Deals
Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Allston
Price was CA $1,213, price is now CA $792 per person
CA $792
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,015 reviews)
Rooms as described. Plenty of room.
Reviewed on Sep. 6, 2025
Raffles Boston
Back Bay
Price was CA $2,891, price is now CA $1,596 per person
CA $1,596
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (159 reviews)
Staff went above and beyond everyday! The dining options and location were amazing.
Reviewed on Sep. 2, 2025
The Whitney Hotel
Beacon Hill
Price was CA $2,305, price is now CA $1,490 per person
CA $1,490
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (450 reviews)
Everything about this place is right! One of the nicest hotels we've ever stayed at.
Reviewed on Sep. 5, 2025
Chateau Merrimack Resort & Spa
Price was CA $1,181, price is now CA $821 per person
CA $821
per person
Oct 8 - Oct 12
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8/10 Very Good! (552 reviews)
Property was clean and the employees were always nice and helpful
Reviewed on Sep. 5, 2025
Monroe Hotel Deals
Hotel Downstreet, an Ascend Collection Hotel
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Sep 11 to Sep 12
CA $210
CA $235 total
Sep 11 - Sep 12
includes taxes & fees
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Sep 21 to Sep 22
CA $120
CA $149 total
Sep 21 - Sep 22
includes taxes & fees
FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Sep 7 to Sep 8
CA $98
CA $110 total
Sep 7 - Sep 8
includes taxes & fees
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
