Search Cherry Plain hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Cherry Plain

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (175)
"Lovely stay!"
The price is AU$393
includes taxes & fees
22 July - 23 July
Blue Vista Motor Lodge

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (131)
"Stayed only one night Very cosy, quiet place "
The price is AU$307
includes taxes & fees
22 July - 23 July
The Trail in Adams - Berkshires’ Art Hotel

The Revival House

3.0 star property
9.6 out of 10, Exceptional, (5)
"Beautifully renovated historical bed and breakfast that offers historical details along with modern touches. Our room was spacious and very clean and common areas are appointed with great attention to detail. "
The price is AU$309
includes taxes & fees
22 July - 23 July
The Revival House

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1003)
"Great place"
The price is AU$276
includes taxes & fees
19 Aug - 20 Aug
Hotel Downstreet, Ascend Hotel Collection

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (395)
"Beautiful and peaceful property. Perfect for our last minute mother daughter get away. The staff was friendly and helpful. "
The price is AU$398
includes taxes & fees
19 Aug - 20 Aug
The Porches Inn at Mass MoCA

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (50)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is AU$383
includes taxes & fees
23 July - 24 July
Harbour House Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (749)
"Close to our target event a plus"
The price is AU$122
includes taxes & fees
3 Aug - 4 Aug
FairBridge Inn Express

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (3)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is AU$305
includes taxes & fees
27 July - 28 July
Holiday Inn Express & Suites Pittsfield - Berkshires

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is AU$329
includes taxes & fees
27 July - 28 July
Hilton Garden Inn Lenox Pittsfield

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (611)
"Convenient location for my trip"
The price is AU$118
includes taxes & fees
22 July - 23 July
Wagon Wheel Inn

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (762)
"Was great loved the jacuzzi tub "
The price is AU$170
includes taxes & fees
22 July - 23 July
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (854)
"Humble little hotel. Ideal for a visit to nearby Mass MOCA."
The price is AU$189
includes taxes & fees
22 July - 23 July
Howard Johnson by Wyndham Williamstown

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (523)
"Clean, comfortable and great staff. Highly recommend and will be staying there again in the future."
Berkshire Mountain Lodge

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Good lodgings in a great area to visit."
The price is AU$276
includes taxes & fees
30 July - 31 July
Hampton Inn & Suites Berkshires-Lenox

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (745)
"Great boutique hotel"
The price is AU$324
includes taxes & fees
27 July - 28 July
Hotel On North

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Loved the Yankee Inn!"
The price is AU$232
includes taxes & fees
30 July - 31 July
The Yankee, Trademark Collection by Wyndham

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (299)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is AU$221
includes taxes & fees
22 July - 23 July
The Central Downtown Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (825)
"Very convenient location, downtown, short drive to local attractions "
The price is AU$221
includes taxes & fees
27 July - 28 July
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (640)
"We enjoyed the unique character and flavor of the hotel!"
The price is AU$740
includes taxes & fees
25 July - 26 July
Berkshires Untold

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (566)
"After coming to Lenox for 15 years, I can easily say this is the best in town. "
The price is AU$364
includes taxes & fees
24 July - 25 July
Courtyard by Marriott Lenox Berkshires
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Cherry Plain

Head to Brodie Mountain and Williamstown Theatre Festival—just two of the sights around Cherry Plain.

Top Cherry Plain Hotel 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 The Williams Inn and Hotel Downstreet, Ascend Hotel Collection. See all available top hotels, or vacation rentals in Cherry Plain.

What are some of the best holiday rentals that Cherry Plain has to offer?

Charming 3-bedroom house in Troy, near RPI, Albany, & Saratoga: This holiday home rental outside of Cherry Plain offers a fireplace, a selection of games and air conditioning 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 that you can cook with friends or family. See all 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 are some hotels with pools in Cherry Plain?

Vacation Village in the Berkshires: 3-star condo, 2-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and a health club. Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel and Hilton Garden Inn Lenox Pittsfield are a couple of other choices that offer an on-site pool. View all hotels with pools in Cherry Plain.

What is staying in Cherry Plain like?

Visitors to Cherry Plain will definitely find plenty to explore and enjoy. There are 674 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 Mountain Coaster 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.