
Cherry Plain Vacation Packages
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Top Cherry Plain Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Kingston Carriage House
Roundout
per person
Aug 15 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (16 reviews)
one of the best places we’ve stayed at! the poet’s loft is a cozy and quiet two-room suite with two bathrooms. a simple luxury to be enjoyed.
Reviewed on Jun. 12, 2025

Hotel Brookmere & Arbor Spa
per person
Sep 10 - Sep 15
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (34 reviews)
Had an excellent stay at the brand new Brookmere Hotel. The room was clean and comfortable, and the service throughout was top-notch. I want to give a special shoutout to Jose from the restaurant staff, who helped me with a personal request. His kindness and professionalism really stood out. Great hospitality all around — highly recommend!
Reviewed on Jul. 8, 2025

DoubleTree by Hilton Schenectady Downtown
Seward Place
per person
Sep 10 - Sep 15
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.4/10 Very Good! (662 reviews)
Overall nice clean hotel . Need to update tvs so you can use streaming services. Need to update website about complimentary breakfast and late check out .
Reviewed on Jun. 1, 2025

Cherry Plain Hotel Deals

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Jul 13 to Jul 14
CA $109
CA $137 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (1,860 reviews)
"Activities look good during week but we miss them on our weekend stay"
Reviewed on Jul. 8, 2025

The Williams Inn
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $339 per night from Jul 16 to Jul 17
CA $339
CA $379 total
Jul 16 - Jul 17
includes taxes & fees
9.6/10 Exceptional! (463 reviews)
"The Williams Inn is very close to Williams college and the Clark museum, both in walking distance. Very good food and services. The place is new or remodeled. Water and coffee available at each floor. I like the decor a lot. One thing that I didn't give a 5 stars is that the room clean service didn't ..."
Reviewed on Jul. 8, 2025

Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Aug 10 to Aug 11
CA $197
CA $220 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
Pleasant
"Spacious room with a great view, only complaint would be the gaps in the door that let noise and light in and out."
Reviewed on Jul. 8, 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.
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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.