Cherry Plain Hotels

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24 Aug - 25 Aug
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25 Aug - 26 Aug
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29 Aug - 31 Aug
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5 Sept - 7 Sept

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Top 10 trending 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, (1005)
"Wonderful place to stay"
The price is €119
includes taxes & fees
21 Sept - 22 Sept
The Yankee, Trademark Collection by Wyndham
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (693)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is €153
includes taxes & fees
1 Sept - 2 Sept
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 €155
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires
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, (1006)
"Great location!"
The price is €137
includes taxes & fees
22 Sept - 23 Sept
Hotel Downstreet, Ascend Hotel Collection
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (23)
"Brand new hotel. Really nice staff. Great location to Tanglewood and great rates. "
The price is €129
includes taxes & fees
1 Sept - 2 Sept
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, (592)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (769)
"Close to our target event a plus"
The price is €68
includes taxes & fees
7 Sept - 8 Sept
FairBridge Inn Express
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, (864)
"Consistently a clean room with welcoming staff."
The price is €104
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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 €85
includes taxes & fees
7 Sept - 8 Sept
Williamstown Motel
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, (1001)
"Very clean rooms and excellent staff."
The price is €101
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites
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 €152
includes taxes & fees
24 Sept - 25 Sept
Hotel On North
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1971)
"Beautiful location!"
The price is €111
includes taxes & fees
7 Sept - 8 Sept
Vacation Village in the Berkshires
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (729)
"Great quiet stay. "
The price is €85
includes taxes & fees
1 Sept - 2 Sept
The Villager Motel
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 €105
includes taxes & fees
25 Aug - 26 Aug
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 €75
includes taxes & fees
1 Sept - 2 Sept
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 €159
includes taxes & fees
7 Sept - 8 Sept
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 €175
includes taxes & fees
1 Sept - 2 Sept
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, (1005)
"Great place to stay"
The price is €133
includes taxes & fees
31 Aug - 1 Sept
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, (1009)
"Room was great,great breakfast, great place to stay with convenient access to highway"
The price is €101
includes taxes & fees
1 Sept - 2 Sept
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, (571)
"Fabulous place"
The price is €145
includes taxes & fees
1 Sept - 2 Sept
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

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

See all hotels in Cherry Plain

Top Cherry Plain Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Great stay!"
Teresa 1-night trip
Posted 1 day ago
Comfort Inn & Suites East Greenbush - Albany

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 Berkshire Mountain Lodge and FairBridge Inn Express. See all available top hotels, or vacation rentals in Cherry Plain.

What are some of the best holiday rentals that Cherry Plain has to offer?

Contemporary Berkshire Home with Views of Taconic Golf Course: This holiday home rental outside of Cherry Plain offers a fireplace, a patio and a BBQ 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 that 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, 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 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 Mountain Coaster 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.