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Aug 22 - Aug 23
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Compare 652 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Cherry Plain hotels

The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Wonderful place to stay"
The price is ￥18,556
￥20,728 total
includes taxes & fees
Sep 21 - Sep 22
The Yankee, Trademark Collection by Wyndham
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (692)
"Great property. Would stay again"
The price is ￥23,714
￥26,489 total
includes taxes & fees
Aug 26 - Aug 27
Berkshires Untold
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is ￥18,938
￥26,953 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires
Hotel Downstreet, Ascend Hotel Collection
Hypo-allergenic bedding, laptop workspace, blackout drapes

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1003)
"Great location!"
The price is ￥21,308
￥23,801 total
includes taxes & fees
Sep 22 - Sep 23
Hotel Downstreet, Ascend Hotel Collection
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is ￥10,546
￥11,780 total
includes taxes & fees
Sep 7 - Sep 8
FairBridge Inn Express
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (20)
"Really enjoyed my stay here, definitely need a car to get around"
The price is ￥20,047
￥22,391 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (585)
"Amazing place to stay. Can’t wait to go again. "
The price is ￥9,758
￥14,213 total
includes taxes & fees
Sep 21 - Sep 22
Berkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (863)
"Consistently a clean room with welcoming staff."
The price is ￥16,168
￥18,060 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1967)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is ￥16,067
￥19,573 total
includes taxes & fees
Aug 27 - Aug 28
Vacation Village in the Berkshires
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Very clean rooms and excellent staff."
The price is ￥15,759
￥17,603 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (290)
"Small comfortable room, accommodating staff, very close to Williams College."
The price is ￥12,292
￥13,730 total
includes taxes & fees
Sep 2 - Sep 3
Williamstown Motel
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (729)
"Great quiet stay. "
The price is ￥13,201
￥14,745 total
includes taxes & fees
Sep 1 - Sep 2
The Villager Motel
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (758)
"Quite and good location to around towns"
The price is ￥23,584
￥26,343 total
includes taxes & fees
Sep 22 - Sep 23
Hotel On North
Howard Johnson by Wyndham Williamstown
Pool

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (867)
"Humble little hotel. Ideal for a visit to nearby Mass MOCA."
The price is ￥16,315
￥18,224 total
includes taxes & fees
Aug 24 - Aug 25
Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is ￥11,718
￥13,089 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox
Berkshire Valley Inn
Exterior

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (558)
"Very clean and very nice staff. Breakfast was great"
The price is ￥24,697
￥27,586 total
includes taxes & fees
Aug 25 - Aug 26
Berkshire Valley Inn
Fairfield Inn & Suites by Marriott Williamstown
Exterior

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (372)
"Great location and breakfast."
The price is ￥27,293
￥30,487 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn & Suites by Marriott Williamstown
Best Western Plus Franklin Square Inn Troy/Albany
Terrace/patio

Best Western Plus Franklin Square Inn Troy/Albany

2.5 star property
8.8 out of 10, Excellent, (1001)
"Great place to stay"
The price is ￥20,754
￥23,038 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Plus Franklin Square Inn Troy/Albany
Comfort Inn & Suites East Greenbush - Albany
Lobby

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
8.4 out of 10, Very Good, (1003)
"Room was great,great breakfast, great place to stay with convenient access to highway"
The price is ￥15,684
￥17,408 total
includes taxes & fees
Sep 2 - Sep 3
Comfort Inn & Suites East Greenbush - Albany
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (570)
"Fabulous place"
The price is ￥22,546
￥25,184 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Lenox Berkshires
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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Learn more about Cherry Plain

Check out Cherry Plain State Park and Brodie Mountain—just a couple of the sights around Cherry Plain.

See all hotels in Cherry Plain

Top Cherry Plain Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Great stay"
SIDNEY 3-night trip
Posted 1 day ago
The Williams Inn

Frequently asked questions

Where is the best place to stay in Cherry Plain?

Vacation Village in the Berkshires, located 5.6 mi (9 km) from the heart of Cherry Plain, is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Berkshire Mountain Lodge and FairBridge Inn Express. See all available top hotels, or vacation rentals in Cherry Plain.

What's the top vacation rental in Cherry Plain?

Contemporary Berkshire Home with Views of Taconic Golf Course: This vacation home rental outside of Cherry Plain offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Cherry Plain.

If I need to cancel my hotel reservation in Cherry Plain, will I receive a refund?

Yes! Most room reservations are refundable if you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Cherry Plain.

Where can I learn more about changing or cancelling my trip to Cherry Plain?

To access more information about rescheduling or cancelling your trip to Cherry Plain, go to https://www.expedia.com/service/.

What is staying in Cherry Plain like?

Visitors to Cherry Plain are sure to find plenty to explore and enjoy. There are 666 hotels and other accommodations in the surrounding area. Find out more about Cherry Plain.

What should I see while I'm in Cherry Plain?

Places to visit in the wider area include Cherry Plain State Park, Brodie Mountain, and Williamstown Theatre Festival. You'll also find Jiminy Peak Mountain Resort and Mountain Coaster in the area. Check out what more to see and do in Expedia's Cherry Plain guide.

What's the weather like in Cherry Plain?

The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Cherry Plain are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.