Find hotels in Cherry Plain, NY from ฿2,248

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Check prices for these dates

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9 Jul - 10 Jul
Tomorrow
10 Jul - 11 Jul
This weekend
11 Jul - 13 Jul
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18 Jul - 20 Jul

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Top 10 Cherry Plain hotels and places to stay

The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1009)
"Nice place to stay. Good breakfast. "
The price is ฿5,234
฿5,847 total
includes taxes & fees
21 Jul - 22 Jul
The Yankee, Trademark Collection by Wyndham
Berkshires Untold
Lobby

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (628)
"Great place stay after an evening at Tanglewood!"
The price is ฿11,701
฿13,070 total
includes taxes & fees
11 Jul - 12 Jul
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, (1000)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
The price is ฿5,255
฿7,144 total
includes taxes & fees
14 Jul - 15 Jul
The Cornell Inn, Lenox & The Berkshires
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (739)
"A total dump !"
The price is ฿2,317
฿2,588 total
includes taxes & fees
23 Jul - 24 Jul
FairBridge Inn Express
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, (1008)
"Great place to stay "
The price is ฿3,877
฿4,331 total
includes taxes & fees
13 Jul - 14 Jul
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (816)
"Very convenient location, downtown, short drive to local attractions "
The price is ฿3,757
฿4,196 total
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Hotel Downstreet, Ascend Hotel Collection
Hypo-allergenic bedding, laptop workspace, blackout curtains

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1000)
"Fantastic place"
The price is ฿4,693
฿5,242 total
includes taxes & fees
10 Aug - 11 Aug
Hotel Downstreet, Ascend Hotel Collection
Williamstown Motel
Reception

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (274)
"room was spotless, staff friendly, dining easy walkable distance, although older, well maintained. good choice for overnight stay, price reasonable."
The price is ฿3,783
฿4,225 total
includes taxes & fees
23 Jul - 24 Jul
Williamstown Motel
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (561)
"The hotel is very clean, well-managed, and quiet, and it's conveniently located near Tanglewood and other attractions. The room is clean, and the staff are all extremely kind and attentive to our needs (special thanks to Tapan!) We will definitely be coming back!"
The price is ฿6,908
฿7,716 total
includes taxes & fees
13 Jul - 14 Jul
Courtyard by Marriott Lenox Berkshires
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (743)
"Great boutique hotel"
The price is ฿6,158
฿6,879 total
includes taxes & fees
21 Jul - 22 Jul
Hotel On North
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (750)
"Was great loved the jacuzzi tub "
The price is ฿3,226
฿3,603 total
includes taxes & fees
13 Jul - 14 Jul
Howard Johnson by Wyndham Lenox
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (718)
"Great quiet stay. "
The price is ฿3,226
฿3,603 total
includes taxes & fees
15 Jul - 16 Jul
The Villager Motel
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (609)
"Convenient location for my trip"
The price is ฿2,248
฿2,511 total
includes taxes & fees
13 Jul - 14 Jul
Wagon Wheel Inn
Howard Johnson by Wyndham Williamstown
Pool

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (848)
"The rooms were tasteful, cheerful and emaculate. We have been searching for lovely, reasonably priced accommodations for our annual trips to Williamstown and we have definitely found them here. The beds were so comfortable, the room felt spacious and the bathroom had extra perks. We will return , highly recommend!"
The price is ฿3,584
฿4,003 total
includes taxes & fees
17 Jul - 18 Jul
Howard Johnson by Wyndham Williamstown
Fairfield Inn & Suites by Marriott Williamstown
Exterior

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (355)
"The staff was friendly. Breakfast was diverse. Definitely would come back. The hot pool was a plus."
The price is ฿6,810
฿7,607 total
includes taxes & fees
13 Jul - 14 Jul
Fairfield Inn & Suites by Marriott Williamstown
Berkshire Valley Inn
Exterior

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (549)
"Very clean and very nice staff. Breakfast was great"
The price is ฿6,028
฿6,733 total
includes taxes & fees
17 Jul - 18 Jul
Berkshire Valley Inn
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (507)
"We enjoyed our stay here. It was very quiet, and had everything we needed."
Berkshire Mountain Lodge
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1862)
"Very nice places "
Vacation Village in the Berkshires
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (295)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is ฿3,877
฿4,331 total
includes taxes & fees
14 Jul - 15 Jul
The Central Downtown Inn & Suites
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, (1007)
"Great location near stores, restaurants, and the river. Updated rooms, fantastic breakfast included."
The price is ฿4,272
฿4,742 total
includes taxes & fees
3 Aug - 4 Aug
Best Western Plus Franklin Square Inn Troy/Albany
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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These pet-friendly hotels in Cherry Plain may fit your trip

Hotel Downstreet, Ascend Hotel Collection
Hypo-allergenic bedding, laptop workspace, blackout curtains

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1000)
The price is ฿4,693
฿5,242 total
includes taxes & fees
10 Aug - 11 Aug
Hotel Downstreet, Ascend Hotel Collection

Check out family-friendly hotels in Cherry Plain

Holiday Inn Express & Suites Pittsfield - Berkshires
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (2)
The price is ฿4,462
฿4,984 total
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn Express & Suites Pittsfield - 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.

Learn more about Cherry Plain

Head to Cherry Plain State Park and Brodie Mountain—just two of the sights around Cherry Plain.

See all hotels in Cherry Plain

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 traveller data. Two other choices for your stay in the area are The Williams Inn and Hotel Downstreet, Ascend Hotel Collection. See all available top hotels, or vacation rentals in Cherry Plain.

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

Yes, you'll find most room reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, you might still have the option to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Cherry Plain.

What are some hotels with pools in Cherry Plain?

Vacation Village in the Berkshires: 3-star condo, 2-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and a health club. Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel and Hilton Garden Inn Lenox Pittsfield are a couple of other choices that offer an on-site pool. View all hotels with pools in Cherry Plain.

What is staying in Cherry Plain like?

Visitors to Cherry Plain will definitely find plenty to explore and enjoy. There are 666 hotels and other accommodation options in the surrounding area. Find out more about Cherry Plain.

What should I do while I'm visiting 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. Take a look at what more there is 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 temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Cherry Plain are January, March, February and November, with each month seeing an average of 18 cm of snowfall.