Cherry Plain Hotels from S$113

  • 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

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Cherry Plain hotels

Jetted bathtub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,008 reviews)
"Breakfast ok, coffee good, staff great"
United States
Peter
The price is S$180
includes taxes & fees
3 Jun - 4 Jun
The Yankee Inn
In-room safe, individually decorated, individually furnished, desk

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, (1,003 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is S$157
includes taxes & fees
31 May - 1 Jun
Best Western Plus Berkshire Hills Inn & Suites
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (959 reviews)
"Great stay!"
United States
Aditya
The price is S$153
includes taxes & fees
9 Jun - 10 Jun
Berkshires Untold
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (950 reviews)
"Clean and great job staffing "
United States
Pedro
The price is S$181
includes taxes & fees
24 Jun - 25 Jun
Berkshire Mountain Lodge
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (910 reviews)
"Facilities were excellent. Staff was very helpful and very efficient & courteous in taking care of any concerns I had."
United States
Barbara J
The price is S$119
includes taxes & fees
31 May - 1 Jun
Cozy Corner Motel
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (785 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is S$113
includes taxes & fees
27 May - 28 May
The Villager Motel
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (859 reviews)
"Clean comfortable room. Very nice staff. Close to everything in downtown Pittsfield. This is the only place I stay when I’m in Pittsfield. Very peaceful. Excellent place to relax. "
United States
Jennifer
The price is S$126
includes taxes & fees
28 May - 29 May
Berkshire Inn
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (97 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is S$143
includes taxes & fees
28 May - 29 May
The Springs Motel
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (30 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is S$221
includes taxes & fees
28 May - 29 May
The Revival House
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (856 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is S$113
includes taxes & fees
31 May - 1 Jun
Howard Johnson by Wyndham Lenox
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (606 reviews)
"Very clean and comfortable room and grounds, pleasant and helpful hosts, relaxing setting. Highly recommended."
United States
David J.
The price is S$155
includes taxes & fees
27 May - 28 May
Maple Terrace Motel
Dining room

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (96 reviews)
"Comfy, cozy, quiet stay in this lovely property full of character! Thank you, hard-working staff."
United States
Leslieann H
The price is S$145
includes taxes & fees
3 Jun - 4 Jun
Gregory House Country Inn
Lobby

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.6 out of 10, Excellent, (1,008 reviews)
"Breakfast area was clean and the food was decent."
United States
Vito
The price is S$166
includes taxes & fees
14 Jun - 15 Jun
Comfort Inn & Suites East Greenbush - Albany
View from property

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (320 reviews)
"Great location with easy parking"
United Kingdom
David
The price is S$127
includes taxes & fees
27 May - 28 May
Williamstown Motel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,003 reviews)
"A nice stay at an affordable price. "
United States
Brian
The price is S$115
includes taxes & fees
31 May - 1 Jun
Willows Motel Williamstown
Indoor pool

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, (99 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
The price is S$198
includes taxes & fees
1 Jun - 2 Jun
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,369 reviews)
"Everything was great Room staff kitchen and pool . It was a quiet and peaceful stay"
United States
William
The price is S$155
includes taxes & fees
2 Jun - 3 Jun
Vacation Village in the Berkshires
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (211 reviews)
"Great stay! "
United States
ALEKSey
The price is S$247
includes taxes & fees
27 May - 28 May
Blue Vista Motor Lodge
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (861 reviews)
"Very nice clean hotel. Close to Colonial theater. Would definitely stay there again."
United States
KEITH AND SHIRLEY
The price is S$227
includes taxes & fees
16 Jun - 17 Jun
Hotel On North
Lobby

Hilton Garden Inn Troy

Hilton Garden Inn Troy
3.0 star property
Troy
8.8 out of 10, Excellent, (1,002 reviews)
"Great place to stay, great staff and great restaurant on site"
United States
Tyrone
The price is S$167
includes taxes & fees
14 Jun - 15 Jun
Hilton Garden Inn Troy
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

Courtyard by Marriott Albany Troy/Waterfront

Courtyard by Marriott Albany Troy/Waterfront

10/10 Excellent
"This hotel has great staff! We were in town for my daughter's graduation from RPI and the hotel decorates their lobby for their graduation. Staff members like Hunter and the wonderful female bartender (who suggested the honey hot wings with green goddess sauce) went above and beyond during our stay. Truly making us feel so comfortable and doing everything to make my daughter's graduation special. With that being said at the end of our stay I think they had hired a new person to work the bar/restaurant and he was severely undertrained with people in our party receiving their chicken wings before their bar drinks and no one else being able to order anything at all until he would allow other people to order anything and it took him an incredibly long time."
Jennifer 5-night trip
Posted 4 hours ago
Courtyard by Marriott Albany Troy/Waterfront

More cheap stays in Cherry Plain

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
The price is S$113 per night from 31 May to 1 Jun
S$113
31 May - 1 Jun
includes taxes & fees
7.6/10 Good! (856 reviews)

Frequently asked questions

Where is the best place to stay in Cherry Plain?
Berkshire Mountain Lodge, located 15.9 mi (25.5 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 Berkshires Untold and Vacation Village in the Berkshires. 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 651 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 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. 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.

Explore a world of travel with Expedia