Find hotels in Cherry Plain, NY from ￥13,706

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Compare 657 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1008)
"Great stay!"
United States
Ann
The price is ￥13,863
￥15,485 total
includes taxes & fees
Dec 21 - Dec 22
The Yankee, Trademark Collection by Wyndham
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (810)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is ￥17,032
￥19,025 total
includes taxes & fees
Dec 10 - Dec 11
Berkshires Untold
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is ￥15,096
￥16,862 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ￥14,302
￥15,975 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is ￥26,032
￥29,950 total
includes taxes & fees
Dec 10 - Dec 11
The Cornell Inn, Lenox & The Berkshires
Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2168)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is ￥16,150
￥19,744 total
includes taxes & fees
Dec 10 - Dec 11
Vacation Village in the Berkshires
Front of property - evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"Clean room and staff was super friendly"
United States
Yuen
The price is ￥23,144
￥25,851 total
includes taxes & fees
Dec 21 - Dec 22
Hotel On North
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (781)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1003)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is ￥16,636
￥18,583 total
includes taxes & fees
Dec 20 - Dec 21
Hotel Downstreet, an Ascend Collection Hotel
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is ￥14,520
￥16,219 total
includes taxes & fees
Dec 10 - Dec 11
Best Western Plus Berkshire Hills Inn & Suites
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (588)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is ￥21,032
￥23,493 total
includes taxes & fees
Dec 14 - Dec 15
Courtyard by Marriott Lenox Berkshires
Exterior
The Villager Motel

The Villager Motel

2.0 star property
Williamstown
8.8 out of 10, Excellent, (764)
"It's very good for stay over"
United States
Frances
The price is ￥10,718
￥11,972 total
includes taxes & fees
Dec 10 - Dec 11
The Villager Motel
Exterior
Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
Williamstown
8.8 out of 10, Excellent, (394)
"our stay was great."
United States
nathaniel
The price is ￥24,387
￥27,241 total
includes taxes & fees
Dec 21 - Dec 22
Fairfield Inn & Suites by Marriott Williamstown
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is ￥13,871
￥15,494 total
includes taxes & fees
Dec 10 - Dec 11
The Central Downtown Inn & Suites
Free buffet breakfast
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

2.5 star property
Rensselaer
8.8 out of 10, Excellent, (857)
"Friends visiting our church stayed here -- and they thought it was great! Treated very nicely by the staff; great view of Albany's skyline."
United States
Nicholas
The price is ￥15,999
￥17,759 total
includes taxes & fees
Dec 19 - Dec 20
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Suite, 2 Bedrooms | Frette Italian sheets, premium bedding, down comforters, minibar
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

3.5 star property
North Adams
9.4 out of 10, Exceptional, (445)
"It is the perfect place to stay!"
United States
Darrell
The price is ￥22,379
￥28,478 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Porches Inn at Mass MoCA
Exterior detail
Williamstown Motel

Williamstown Motel

2.0 star property
Williamstown
9.4 out of 10, Exceptional, (314)
"Was upgraded to a larger room for no special reason. Very nice proprietor. For budget priced accommodations, this is an excellent value. Would definitely stay here again if I am in the area."
United States
DAVID
The price is ￥13,824
￥15,441 total
includes taxes & fees
Dec 10 - Dec 11
Williamstown Motel
Lobby
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very Good, (1008)
"Room was spotless, staff very friendly."
United States
amber
The price is ￥14,662
￥16,274 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Comfort Inn & Suites East Greenbush - Albany
Front of property - evening/night
The Williams Inn

The Williams Inn

4.0 star property
Williamstown
9.6 out of 10, Exceptional, (548)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
The price is ￥29,390
￥32,828 total
includes taxes & fees
Dec 24 - Dec 25
The Williams Inn
Exterior detail
Maple Terrace Motel

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (588)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is ￥15,378
￥17,177 total
includes taxes & fees
Dec 21 - Dec 22
Maple Terrace Motel
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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Top Cherry Plain Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The roomy and comfortable suite was a step above a typical hotel room. We took advantage of the full kitchen to prepare our own meals. We enjoyed the pool and hot tub. We will definitely consider staying here again at a future trip to the Berkshires."
Richard 3-night trip
Posted 1 day ago
Berkshire Mountain Lodge

More cheap stays in Cherry Plain

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
The price is ￥14,662 per night from Jan 8 to Jan 9
￥14,662
￥16,274 total
Jan 8 - Jan 9, 2026
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)

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 Hotel Downstreet, an Ascend Collection Hotel and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Cherry Plain.
What's the top vacation rental in Cherry Plain?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: 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 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. 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 658 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 Waubeeka Golf Links 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.

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