Cherry Plain 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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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Cherry Plain Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Kingston Carriage House

Kingston Carriage House

4 out of 5
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

Hotel Brookmere & Arbor Spa

4 out of 5
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

DoubleTree by Hilton Schenectady Downtown

4 out of 5
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

Hampton Inn Schenectady Downtown

Hampton Inn Schenectady Downtown

2.5 out of 5
Seward Place
per person
Sep 10 - Sep 15
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (916 reviews)
Did not have room cleaning service during my stay. Other than that everything was fine.

Reviewed on Jul. 7, 2025

La Quinta Inn & Suites by Wyndham Latham Albany Airport

La Quinta Inn & Suites by Wyndham Latham Albany Airport

3 out of 5
per person
Sep 10 - Sep 15
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
7.4/10 Good! (1,001 reviews)
I like the closeness to the businesses.

Reviewed on Jun. 30, 2025

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Cherry Plain Hotel Deals

Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
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

Vacation Village in the Berkshires
The Williams Inn
The Williams Inn
4 out of 5
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

The Williams Inn
Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
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

Hotel Downstreet, Ascend Hotel Collection
See all 664 properties in Cherry Plain
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

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Frequently asked questions

How much does a Cherry Plain vacation package cost?
Get your credit card ready, because a getaway to Cherry Plain starts from an affordable CA $802. When you bundle your flights, hotels and more into a package, you'll walk away with the biggest deals.
How do I get a cheap travel package to Cherry Plain?
Combine your flight and hotel bookings, add extras such as activities or a rental car, and save with a Cherry Plain vacation package. You won't just pick up big discounts on your getaway --- you'll have plenty of choice too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 hotels around the world. Your next affordable adventure starts right here, right now!
How far in advance should I book my Cherry Plain vacation?
While not all air carriers release tickets early, customers are usually able to compare international flights on Expedia up to a year in advance. This is when you can score some fantastic bargains. If you're booking last minute, there's a chance you could get lucky. Low prices sometimes emerge just weeks before departure.
What does an Expedia Cherry Plain travel package include?
It all depends on what sort of escape you're planning. Cherry Plain vacation deals can include flights, car rentals and hotels. You can mix and match to find the bundle that suits your style and budget. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Cherry Plain travel package?
Our prices are always low. However, you'll enjoy even more savings when you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and loads of choice.
Can I choose my airline with a Cherry Plain Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you definitely can. Just select the airline you want and create the perfect Cherry Plain getaway.
If I'm not able to travel, can I cancel my Cherry Plain vacation package?
If your vacation plans in Cherry Plain have been upended, it's comforting to know that you can cancel or amend your booking. If you booked within the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a cancellation fee. To learn more, visit our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.