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Aug 29 - Aug 30
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Aug 30 - Aug 31
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Aug 29 - Aug 31
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Sep 5 - Sep 7

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Compare 668 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Cherry Plain hotels

Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great staff! Comfortable bed! "
The price is ₩198,865
₩222,131 total
includes taxes & fees
Sep 4 - Sep 5
Hampton Inn & Suites Berkshires-Lenox
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, (1004)
"Very clean rooms and excellent staff."
The price is ₩147,075
₩164,283 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites
Willows Motel Williamstown
Exterior

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (942)
"Comfortable, clean, and great continental breakfast options! "
The price is ₩123,347
₩137,786 total
includes taxes & fees
Sep 1 - Sep 2
Willows Motel Williamstown
Gregory House Country Inn
Front of property

Gregory House Country Inn

3.0 star property
8.8 out of 10, Excellent, (57)
"Big rooms, very friendly staff and great pizza!"
The price is ₩155,741
₩172,871 total
includes taxes & fees
Aug 31 - Sep 1
Gregory House Country Inn
Hampton Inn & Suites Albany-East Greenbush
BBQ/picnic area

Hampton Inn & Suites Albany-East Greenbush

2.5 star property
9.0 out of 10, Wonderful, (830)
"Nice hotel"
The price is ₩181,519
₩206,329 total
includes taxes & fees
Sep 3 - Sep 4
Hampton Inn & Suites Albany-East Greenbush
Cozy Corner Motel
Exterior

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (850)
"We thoroughly enjoyed our 1-night stay at the Cozy Corner! Rooms were very clean, and beds very comfortable! They also had a great breakfast, and I loved the outdoor seating area by the babbling brook!"
The price is ₩117,118
₩137,801 total
includes taxes & fees
Sep 3 - Sep 4
Cozy Corner Motel
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (732)
"Great quiet stay. "
The price is ₩123,209
₩137,620 total
includes taxes & fees
Sep 1 - Sep 2
The Villager Motel
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 ₩176,756
₩251,559 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (572)
"Fabulous place"
The price is ₩210,424
₩235,043 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Lenox Berkshires
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (787)
"My stay was perfect. I can't wait to stay there again. "
The price is ₩109,365
₩122,157 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (760)
"Quite and good location to around towns"
The price is ₩220,115
₩245,868 total
includes taxes & fees
Sep 28 - Sep 29
Hotel On North
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (62)
"I was pleasantly surprised to find this gem in the middle of town. Relatively inexpensive for the area. Clean rooms and property. Nice staff. Beautiful pool. Would definitely recommend "
The price is ₩157,611
₩172,900 total
includes taxes & fees
Sep 1 - Sep 2
The Springs Motel
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, (27)
"Do hotel, very clean we had a great day"
The price is ₩195,958
₩218,885 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
The Porches Inn at Mass MoCA
Suite, 2 Bedrooms | 2 bedrooms, Frette Italian sheets, premium bedding, down comforters

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (413)
"Great well managed property with a unique style and nice amenities. Also, a continental breakfast is included with the stay."
The price is ₩245,933
₩305,633 total
includes taxes & fees
Sep 28 - Sep 29
The Porches Inn at Mass MoCA
Hilton Garden Inn Troy
2 restaurants, breakfast, lunch, dinner served; American cuisine

Hilton Garden Inn Troy

3.0 star property
8.8 out of 10, Excellent, (1005)
"Very convenient location, plenty of parking, comfortable bed"
The price is ₩163,563
₩181,554 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Troy
The Williams Inn
Front of property - evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (491)
"Great hotel, staff and restaurant!"
The price is ₩322,697
₩360,453 total
includes taxes & fees
Sep 7 - Sep 8
The Williams Inn
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1007)
"Wonderful place to stay"
The price is ₩173,184
₩193,447 total
includes taxes & fees
Sep 21 - Sep 22
The Yankee, Trademark Collection by Wyndham
Hotel Downstreet, an Ascend Collection Hotel
Hypo-allergenic bedding, laptop workspace, blackout drapes

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1008)
"Great location!"
The price is ₩208,874
₩233,312 total
includes taxes & fees
Sep 28 - Sep 29
Hotel Downstreet, an Ascend Collection Hotel
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 ₩123,347
₩137,786 total
includes taxes & fees
Sep 7 - Sep 8
Williamstown Motel
Huttopia Berkshires
Restaurant

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is ₩135,668
₩151,541 total
includes taxes & fees
Sep 1 - Sep 2
Huttopia 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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Top Cherry Plain Hotel Reviews

More cheap stays in Cherry Plain

More cheap stays in Cherry Plain

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is ₩109,365 per night from Sep 1 to Sep 2
₩109,365
₩122,157 total
Sep 1 - Sep 2
includes taxes & fees
7.6/10 Good! (785 reviews)

Explore a world of travel with Expedia

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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 Best Western Plus Franklin Square Inn Troy/Albany. 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! 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 665 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 Brodie Mountain, Williamstown Theatre Festival, and Jiminy Peak Mountain Resort. You'll also find Mountain Coaster 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.