Find hotels in Cherry Plain, NY from 2.240.432 ₫

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18 Dec - 19 Dec
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19 Dec - 20 Dec
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19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Cherry Plain hotels

Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is 2.351.358 ₫
2.626.517 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Central Downtown Inn & Suites
Exterior
Harbour House Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
Unwind at this cosy Cheshire inn offering free WiFi and parking. Explore nearby Mount Greylock State Reservation or catch a show at Adams Theatre, then return to comfortable accommodation just 16 minutes from Pittsfield Station.
"The owner Brandi was outstanding, friendly, she made us fresh homemade breakfast each morning, which the best. Will differently stay there again. Wonderful place and people."
United States
alton
The price is 5.661.165 ₫
5.983.983 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Harbour House Inn
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (658)
Explore Berkshire County from this Pittsfield hotel featuring an indoor pool and fitness centre. Enjoy meals at Jae's Asian Fusion restaurant and bar, plus in-room refrigerators and microwaves. Nearby attractions include Herman Melville's Arrowhead and Guido's Marketplace.
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is 3.367.208 ₫
3.761.120 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Lenox Pittsfield
Suite, 2 Bedrooms | Frette Italian sheets, premium bedding, down duvets, minibar
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (447)
"It is the perfect place to stay!"
United States
Darrell
The price is 4.004.945 ₫
5.061.757 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
The Porches Inn at Mass MoCA
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

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, (1001)
Located near Pittsfield train station, this hotel offers free breakfast, WiFi, and parking. Stay active in the fitness centre or enjoy nearby skiing options. Tanglewood Music Centre and Tracy Brook Wildlife Sanctuary await just minutes away, with clean rooms and helpful staff to welcome you.
"Very friendly and good Breakfast."
United States
Jesse
The price is 1.993.752 ₫
2.227.021 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Best Western Plus Berkshire Hills Inn & Suites
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1000)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is 3.298.748 ₫
3.684.702 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Downstreet, an Ascend Collection Hotel
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (65)
Located 10 minutes from Tanglewood Music Centre, this hotel provides complimentary breakfast, WiFi, and parking. After exploring nearby attractions, unwind in the indoor pool or soothing hot tub for a peaceful end to your Pittsfield adventure.
"Very clean room, courteous staff. "
United States
Jeffrey
The price is 2.976.720 ₫
3.324.996 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (789)
Set in Pittsfield near Guido's Marketplace and Herman Melville's Arrowhead, this lodge offers an indoor pool and hot tub for relaxation. Enjoy free WiFi and parking while staying in clean rooms. The helpful staff ensures a pleasant mountain getaway.
"This place is so peaceful and the staff is always helpful "
United States
Leona
The price is 2.598.475 ₫
3.490.732 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Berkshire Mountain Lodge
Exterior
Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush
2.5 star property
East Greenbush
8.6 out of 10, Excellent, (1000)
Located in East Greenbush, this hotel offers easy access to MVP Arena and University at Albany. Enjoy complimentary WiFi, parking, and daily buffet breakfast. The clean rooms provide comfort after exploring nearby Crossgates Mall and Regal East Greenbush.
"Nice motel and easy to get to."
United States
lucille
The price is 2.551.474 ₫
2.832.136 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Fairfield Inn & Suites Albany East Greenbush
Front of property – evening/night
Hotel On North

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
Minutes from Barrington Stage Company and Berkshire Athenaeum, this hotel offers comfortable rooms and attentive service. Just a 2-minute walk from Pittsfield Intermodal Transport Centre, enjoy room service and the convenient city centre location.
"Clean room and staff was super friendly"
United States
Yuen
The price is 3.923.319 ₫
4.382.268 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hotel On North
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
This peaceful motel offers a seasonal outdoor pool and clean rooms just 15 minutes from Tanglewood Music Centre. Close to Colonial Theatre and Berkshire Museum, with free WiFi and parking. Guests praise the helpful staff and quiet, relaxing atmosphere.
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is 2.264.203 ₫
2.529.093 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Berkshire Inn
Single Room | In-room safe, desk, free WiFi, bed sheets
Blue Vista Motor Lodge

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (196)
This motel offers a peaceful retreat with 2 hot tubs and a rejuvenating sauna. Located near Florida Free Public Library, guests praise the helpful staff and clean rooms. Enjoy free WiFi and parking during your North Adams adventure.
"We did not use the hot tub the room was clean the only issue we had was with the heat but was resolved both times, views were spectacular especially the sun coming up! "
United States
Joyce
The price is 4.232.182 ₫
4.473.374 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Blue Vista Motor Lodge
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (987)
Experience mountain magic at this ski-in/ski-out resort featuring 2 restaurants, 2 bars, and an outdoor pool. Condos include microwaves and DVD players, while the property offers ski storage, rentals, and lessons just steps from Mountain Coaster.
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is 5.766.489 ₫
6.441.168 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Jiminy Peak Mountain Resort
BBQ/picnic Area
Hampton Inn & Suites Albany-East Greenbush

Hampton Inn & Suites Albany-East Greenbush

Hampton Inn & Suites Albany-East Greenbush
2.5 star property
East Greenbush
9.0 out of 10, Wonderful, (882)
Just 15 minutes from University at Albany, this hotel offers an indoor pool and fitness centre. Enjoy free breakfast, WiFi, and parking. Explore nearby Regal East Greenbush, or drive to Colonie Centre Mall. Clean rooms and helpful staff await.
"The room was clean, the included breakfast was excellent, and the staff were friendly."
Canada
Roman
The price is 3.217.122 ₫
3.663.164 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Albany-East Greenbush
Property amenity
Residence Inn by Marriott Albany East Greenbush/Tech Valley

Residence Inn by Marriott Albany East Greenbush/Tech Valley

Residence Inn by Marriott Albany East Greenbush/Tech Valley
3.0 star property
East Greenbush
8.8 out of 10, Excellent, (229)
This business-friendly hotel offers a refreshing indoor pool and 24-hour fitness centre. Just a short drive from MVP Arena and Crossgates Mall, guests enjoy free WiFi, parking, and breakfast. Fellow travellers praise the helpful staff and well-maintained property.
"excellent room, staff and amenities"
United States
Vishal
The price is 3.475.692 ₫
3.858.016 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Residence Inn by Marriott Albany East Greenbush/Tech Valley
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is 15.140.325 ₫
16.609.068 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Inn at Kenmore Hall
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
This centrally located motel has an inviting outdoor pool where you can cool off after exploring nearby attractions. Free WiFi and self parking add extra value while the helpful staff ensures a pleasant stay in clean, comfortable rooms.
"Staff was very friendly and helpful."
United States
Pamela
The price is 2.080.149 ₫
2.323.447 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Howard Johnson by Wyndham Lenox
Aerial view
Inn at Silver Maple Farm

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
Set amid East Chatham's natural beauty, this charming B&B welcomes guests with daily buffet breakfast and complimentary WiFi. Explore nearby Queechy Lake and Hand Hollow State Forest, with Albany Airport just 44 minutes away.
"Great stay, comfortable place"
United States
barry
The price is 3.396.699 ₫
3.804.303 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Inn at Silver Maple Farm
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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, (989)
Conveniently located a 6-minute walk from Pittsfield Intermodal Transport Centre, this hotel offers peaceful accommodation with an indoor pool. Enjoy the fitness centre, bar, and coffee shop after exploring nearby Berkshire Museum and Colonial Theatre.
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
United States
Dwight
The price is 2.440.884 ₫
2.726.467 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
Explore the Berkshires from this welcoming hotel with free breakfast and parking. Just a 10-minute drive to Tanglewood Music Centre, the indoor pool offers year-round relaxation. Nearby attractions include Guido's Marketplace and Bousquet Ski Area.
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is 2.759.489 ₫
3.082.349 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Berkshires-Lenox
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

Huttopia Berkshires

Huttopia Berkshires

10/10 Excellent
"Healthy food too!"
GEORGINA 2-night trip
Posted 2 months ago
Huttopia Berkshires

More cheap stays in Cherry Plain

Hotel Mint JFK Airport

Hotel Mint JFK Airport

10-74 Beach 22nd St Far Rockaway NY
The price is 1.872.134 ₫ per night from 23 Dec to 24 Dec
1.872.134 ₫
2.240.432 ₫ total
23 Dec - 24 Dec
includes taxes & fees
5.4/10 (1,651 reviews)

Frequently asked questions

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.