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Compare 674 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (746)
"Great location and very clean. Beautifully decorated and the restaurant is amazing. Just wish it offered a free breakfast with the room. "
The price is ￥13,150
￥14,688 total
includes taxes & fees
Nov 2 - Nov 3
Berkshires Untold
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Great location, very clean!"
The price is ￥20,310
￥22,687 total
includes taxes & fees
Oct 15 - Oct 16
The Yankee, Trademark Collection by Wyndham
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, (1004)
"Very friendly staff. "
The price is ￥19,357
￥27,497 total
includes taxes & fees
Nov 2 - Nov 3
The Cornell Inn, Lenox & The Berkshires
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, (893)
"Excellent customer service and great rooms"
The price is ￥15,479
￥17,289 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby sitting area

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.4 out of 10, Exceptional, (52)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
The price is ￥17,913
￥20,008 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (777)
"Great property! Very large clean room in a unique hotel! "
The price is ￥16,309
￥18,217 total
includes taxes & fees
Nov 3 - Nov 4
Hotel On North
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (680)
"Great stay, perfect "
The price is ￥11,535
￥16,242 total
includes taxes & fees
Nov 2 - Nov 3
Berkshire Mountain Lodge
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 ￥14,727
￥16,450 total
includes taxes & fees
Oct 9 - Oct 10
Huttopia Berkshires
Hotel Downstreet, an Ascend Collection Hotel
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1001)
"Decent value. On site restaurant is only open on weekends. "
The price is ￥22,006
￥24,581 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Downstreet, an Ascend Collection Hotel
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2042)
"Extended stay since resort was so beautiful"
The price is ￥13,785
￥17,046 total
includes taxes & fees
Nov 2 - Nov 3
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, (1002)
"Great property would certainly stay again."
The price is ￥15,280
￥17,068 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Plus Berkshire Hills Inn & Suites
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (303)
"The rooms are dated but very clean and neat. This family run motel is convenient to everything in Williamstown and the university. The check-in was easy and staff were knowledgeable and kind."
The price is ￥11,516
￥12,864 total
includes taxes & fees
Nov 2 - Nov 3
Williamstown Motel
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (789)
"Good service and people"
The price is ￥12,037
￥13,447 total
includes taxes & fees
Oct 21 - Oct 22
FairBridge Inn Express
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (322)
"Nice place "
The price is ￥14,848
￥16,585 total
includes taxes & fees
Oct 31 - Nov 1
The Central Downtown Inn & Suites
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (747)
"Perfect location for our passing through vacay."
The price is ￥11,993
￥13,396 total
includes taxes & fees
Nov 2 - Nov 3
The Villager Motel
Howard Johnson by Wyndham Williamstown
Pool

Howard Johnson by Wyndham Williamstown

2.0 star property
6.6 out of 10, (884)
"Great affordable place to stay while in the northern Berkshires."
The price is ￥16,529
￥18,463 total
includes taxes & fees
Oct 9 - Oct 10
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, (805)
"Great place to stay for overnight stays. Breakfast was appreciated."
The price is ￥11,872
￥13,261 total
includes taxes & fees
Oct 19 - Oct 20
Howard Johnson by Wyndham Lenox
The Williams Inn
Front of property - evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (515)
"Nice place to stay for a wedding "
The price is ￥29,899
￥33,398 total
includes taxes & fees
Nov 2 - Nov 3
The Williams Inn
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (576)
"The front desk, food service, and housekeeping staff were all very friendly. The room was immaculate as well. "
The price is ￥19,887
￥22,214 total
includes taxes & fees
Nov 2 - Nov 3
Courtyard by Marriott Lenox Berkshires
Fairfield Inn & Suites by Marriott Williamstown
Exterior

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (384)
"our stay was great."
The price is ￥20,889
￥23,333 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Williamstown
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
"Great stay, perfect "
Lawrence 2-night trip
Posted 1 day ago
Berkshire Mountain Lodge

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 ￥11,872 per night from Oct 19 to Oct 20
￥11,872
￥13,261 total
Oct 19 - Oct 20
includes taxes & fees
7.4/10 Good! (804 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 Berkshire Mountain Lodge and Berkshires Untold. 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 677 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.

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Explore a world of travel with Expedia