Find hotels in Cherry Plain, NY from NT$2,612

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 13 - Dec 14
Tomorrow
Dec 14 - Dec 15
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Cherry Plain hotels

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk
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, (1000)
Located near Pittsfield train station, this hotel offers free breakfast, WiFi, and parking. Stay active in the fitness center or enjoy nearby skiing options. Tanglewood Music Center and Tracy Brook Wildlife Sanctuary await just minutes away, with clean rooms and helpful staff to welcome you.
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is NT$2,941
NT$3,285 total
includes taxes & fees
Jan 4 - 2026/1/5
Best Western Plus Berkshire Hills Inn & Suites
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
Immerse yourself in mountain vistas at this Lenox hotel, where peaceful accommodations include refrigerators and microwaves. Unwind in the hot tub, swim in the indoor or seasonal outdoor pool, and enjoy complimentary breakfast before exploring nearby attractions.
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is NT$2,338
NT$2,612 total
includes taxes & fees
Dec 24 - Dec 25
The Yankee, Trademark Collection by Wyndham
Lobby
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 NT$3,155
NT$3,502 total
includes taxes & fees
Dec 24 - Dec 25
Fairfield Inn & Suites Albany East Greenbush
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, (986)
Conveniently located a 6-minute walk from Pittsfield Intermodal Transportation Center, this hotel offers peaceful accommodations with an indoor pool. Enjoy the fitness center, bar, and coffee shop after exploring nearby Berkshire Museum and Colonial Theater.
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is NT$2,898
NT$3,237 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant
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 center. Enjoy free breakfast, WiFi, and parking. Explore nearby Regal East Greenbush, or drive to Colonie Center 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 NT$3,718
NT$4,237 total
includes taxes & fees
Jan 2 - 2026/1/3
Hampton Inn & Suites Albany-East Greenbush
Exterior
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very Good, (1003)
Located near a train station, this welcoming hotel offers an indoor pool and fitness center. Guests praise the complimentary breakfast, helpful staff, and free parking. Visit nearby Funplex Fun Park and Brookview Station Winery for local entertainment.
"Great location and easy off/on thruway 90 as well as many food, shopping options."
United States
Gail
The price is NT$2,902
NT$3,221 total
includes taxes & fees
Jan 11 - 2026/1/12
Comfort Inn & Suites East Greenbush - Albany
Exterior
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
2.5 star property
Rensselaer
8.8 out of 10, Excellent, (858)
This business-friendly hotel offers free breakfast, WiFi, and parking. Just 15 minutes from MVP Arena and minutes from Regal East Greenbush and Funplex Fun Park. Clean rooms await after workouts in the fitness center.
"Friends visiting our church stayed here -- and they thought it was great! Treated very nicely by the staff; great view of Albany's skyline."
United States
Nicholas
The price is NT$2,963
NT$3,289 total
includes taxes & fees
Jan 11 - 2026/1/12
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
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, (1004)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is NT$3,881
NT$4,336 total
includes taxes & fees
Jan 8 - 2026/1/9
Hotel Downstreet, an Ascend Collection Hotel
Reception
The Villager Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (764)
Immerse in the tranquility of Williamstown at this cozy retreat with free continental breakfast and WiFi. Located near Mountain Meadow Preserve and Williamstown Trailhead, this motel offers clean rooms and exceptionally helpful staff.
"It's very good for stay over"
United States
Frances
The price is NT$2,152
NT$2,404 total
includes taxes & fees
Dec 14 - Dec 15
The Villager Motel
Gazebo
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (884)
"Clean, Great Staff, Quiet"
United States
john
The price is NT$2,330
NT$2,751 total
includes taxes & fees
Dec 28 - Dec 29
Cozy Corner Motel
Lobby
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
Located minutes from Tanglewood Music Center, this Lenox hotel offers an indoor pool, bar, and free parking. Grab coffee at the café before exploring nearby Kennedy Park. Business travelers will appreciate the free WiFi and convenient amenities.
"New hotel very nice"
United States
joel
The price is NT$4,086
NT$4,565 total
includes taxes & fees
Dec 21 - Dec 22
Element Lenox Berkshires
Lobby lounge
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 Center, 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 NT$3,226
NT$3,604 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn & Suites Berkshires-Lenox
In-room safe, desk, laptop workspace, iron/ironing board
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 NT$2,464
NT$2,753 total
includes taxes & fees
Dec 14 - Dec 15
Howard Johnson by Wyndham Lenox
Courtyard
The Springs Motel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (88)
Embrace the natural charm at this New Ashford motel offering a refreshing seasonal outdoor pool. Free WiFi and parking make exploration easy, with Jiminy Peak Mountain Resort and Brodie Mountain just a short drive away. Enjoy the garden and terrace areas.
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is NT$3,398
NT$3,728 total
includes taxes & fees
Dec 14 - Dec 15
The Springs Motel
Property grounds
Maple Terrace Motel

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (588)
Dive into adventure at this Williamstown motel near Linear Park, offering a refreshing seasonal outdoor pool. With free breakfast, WiFi, and parking, plus nearby skiing opportunities, guests consistently praise the helpful staff, clean rooms, and overall value.
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is NT$3,088
NT$3,449 total
includes taxes & fees
Dec 15 - Dec 16
Maple Terrace Motel
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, (657)
Explore Berkshire County from this Pittsfield hotel featuring an indoor pool and fitness center. 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.
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
The price is NT$3,219
NT$3,596 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Lenox Pittsfield
Property grounds
Willows Motel Williamstown

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (992)
This welcoming Williamstown motel offers an outdoor pool with pool bar for relaxation. Rooms include convenient refrigerators and microwaves. Near Lower Linear Park, guests praise the free breakfast, WiFi, parking, and helpful staff.
"Br and rooms were cleaneakfast was excellent"
United States
Joseph
The price is NT$2,386
NT$2,666 total
includes taxes & fees
Dec 15 - Dec 16
Willows Motel Williamstown
Lobby
Hilton Garden Inn Troy

Hilton Garden Inn Troy

Hilton Garden Inn Troy
3.0 star property
Troy
8.8 out of 10, Excellent, (1000)
Dive into the indoor pool after exploring nearby Frear Park or Troy Waterfront Farmers' Market. 2 restaurants, including Recovery Sports Grill serving American fare, complement free WiFi and parking. Clean rooms feature refrigerators and microwaves for extra convenience.
"WONDERFUL PLACE TO STAY"
United States
Deb
The price is NT$3,226
NT$3,581 total
includes taxes & fees
Dec 28 - Dec 29
Hilton Garden Inn Troy
Check-in/check-out kiosk
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (788)
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 NT$3,078
NT$4,135 total
includes taxes & fees
Jan 8 - 2026/1/9
Berkshire Mountain Lodge
View from property
Williamstown Motel

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.4 out of 10, Exceptional, (314)
Mountain getaway in Williamstown offers complimentary continental breakfast, WiFi, and parking. Adventure seekers can enjoy cross-country skiing and snowboarding in the vicinity. Relax in the garden or terrace after exploring Colonial Plaza and Lower Linear Park.
"Was upgraded to a larger room for no special reason. Very nice proprietor. For budget priced accommodations, this is an excellent value. Would definitely stay here again if I am in the area."
United States
DAVID
The price is NT$3,088
NT$3,450 total
includes taxes & fees
Dec 14 - Dec 15
Williamstown Motel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cherry Plain Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"My husband and I needed a night away between the holidaze and it was perfect! Cozy, clean and warm fireplace to nurture us during a cold snap! Shelly went above and beyond to ensure that we were comfortable and in the quietest part of the hotel. We are booking our family members there"
Sara 1-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

More cheap stays in Cherry Plain

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA
The price is NT$2,338 per night from Dec 24 to Dec 25
NT$2,338
NT$2,612 total
Dec 24 - Dec 25
includes taxes & fees
9/10 Wonderful! (1,000 reviews)

Hotels in Cherry Plain with star-rating

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 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! 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 658 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 Cherry Plain State Park, Brodie Mountain, and Williamstown Theatre Festival. You'll also find Jiminy Peak Mountain Resort 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.

Explore a world of travel with Expedia