Cherry Plain Hotels from S$98

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16 Nov - 17 Nov
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17 Nov - 18 Nov
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21 Nov - 23 Nov
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28 Nov - 30 Nov

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Top 10 trending Cherry Plain hotels

Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1003)
"Great stay!"
United States
Ann
The price is S$144
includes taxes & fees
15 Dec - 16 Dec
The Yankee, Trademark Collection by Wyndham
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (799)
"Easy parking, great community spaces, beautiful decor! "
United States
Kerry
The price is S$130
includes taxes & fees
17 Nov - 18 Nov
Berkshires Untold
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, (1002)
"Very friendly staff. "
United States
Pamela
The price is S$232
includes taxes & fees
17 Nov - 18 Nov
The Cornell Inn, Lenox & The Berkshires
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, (958)
"Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned."
United States
Stacey
The price is S$128
includes taxes & fees
21 Nov - 22 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (59)
"Room was far from spotless but overall good and nice breakfast. "
United States
Hannah
The price is S$153
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Front of property – evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (796)
"Clean room and staff was super friendly"
United States
Yuen
The price is S$193
includes taxes & fees
20 Nov - 21 Nov
Hotel On North
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (758)
"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 curtains
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1004)
"Very clean and inviting Hotel located in downtown area. Very walkable area. Parking was free. Front desk very friendly and helpful. Would stay again."
United States
Tammy
The price is S$178
includes taxes & fees
15 Dec - 16 Dec
Hotel Downstreet, an Ascend Collection Hotel
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (586)
"Fabulous place"
United States
Mary
The price is S$171
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Lenox Berkshires
Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2136)
"We came here because it was off season, great price, and it had an indoor pool. "
United States
Monica
The price is S$161
includes taxes & fees
17 Nov - 18 Nov
Vacation Village in the Berkshires
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 S$105
includes taxes & fees
18 Nov - 19 Nov
Best Western Plus Berkshire Hills Inn & Suites
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

2.5 star property
Pittsfield
5.4 out of 10, (809)
"Room spotless and staff helpful."
United States
William
The price is S$98
includes taxes & fees
30 Nov - 1 Dec
FairBridge Inn Express
Exterior detail
Williamstown Motel

Williamstown Motel

2.0 star property
Williamstown
9.4 out of 10, Exceptional, (311)
"It was clean and in a convenient location "
United States
Karen
The price is S$121
includes taxes & fees
17 Nov - 18 Nov
Williamstown Motel
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, (343)
"The rooms were large and well appointed! You could easily stay for a while and cook in the room. Nice balcony, nice living room area and very comfy bed and pillows. We enjoyed our stay very much"
United States
Candee
The price is S$130
includes taxes & fees
17 Nov - 18 Nov
The Central Downtown Inn & Suites
Exterior
Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
Williamstown
8.8 out of 10, Excellent, (391)
"We really liked the beautiful fire pit and the warm cup of tea after coming home from dinner."
United States
Kathleen
The price is S$207
includes taxes & fees
7 Dec - 8 Dec
Fairfield Inn & Suites by Marriott Williamstown
Exterior
The Villager Motel

The Villager Motel

2.0 star property
Williamstown
8.8 out of 10, Excellent, (760)
"It's very good for stay over"
United States
Frances
The price is S$100
includes taxes & fees
1 Dec - 2 Dec
The Villager Motel
Exterior detail
Maple Terrace Motel

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (583)
"Pool, fire pit, grounds and staff were great!"
United States
Kristy
The price is S$144
includes taxes & fees
17 Nov - 18 Nov
Maple Terrace Motel
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (824)
"Staff was very friendly and helpful."
United States
Pamela
The price is S$111
includes taxes & fees
17 Nov - 18 Nov
Howard Johnson by Wyndham Lenox
Front of property – evening/night
The Williams Inn

The Williams Inn

4.0 star property
Williamstown
9.6 out of 10, Exceptional, (540)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
The price is S$277
includes taxes & fees
17 Nov - 18 Nov
The Williams Inn
Pool
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

2.0 star property
Williamstown
6.6 out of 10, (899)
"Expedia needs to have a representative stay there overnight."
United States
Craig
The price is S$141
includes taxes & fees
17 Nov - 18 Nov
Howard Johnson by Wyndham 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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Great stay!"
Ann 1-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

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 S$152 per night from 22 Nov to 23 Nov
S$152
22 Nov - 23 Nov
includes taxes & fees
8.4/10 Very Good! (1,005 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 traveller data. Two other choices for your stay in the area are Hotel Downstreet, an Ascend Collection Hotel and Berkshire Mountain Lodge. 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 is staying in Cherry Plain like?
Visitors to Cherry Plain will definitely find plenty to explore and enjoy. There are 660 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 Brodie Mountain, Williamstown Theatre Festival and Jiminy Peak Mountain Resort. You'll also find Pineridge Cross Country Ski Center and Taconic Lake 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.

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