Find hotels in Cherry Plain, NY from Rp1.118.214

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Top 10 Cherry Plain hotels and places to stay

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (174)
"Lovely stay!"
The price is Rp3.407.960
Rp3.602.270 total
includes taxes & fees
14 Jul - 15 Jul
Blue Vista Motor Lodge

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (129)
"Stayed only one night Very cosy, quiet place "
The price is Rp3.018.368
Rp3.371.516 total
includes taxes & fees
14 Jul - 15 Jul
The Trail in Adams - Berkshires’ Art Hotel

The Revival House

3.0 star property
9.6 out of 10, Exceptional, (4)
"The Revival House was charming and quiet. It had everything we needed for our short stay. It's only a 6 minute drive to the Bellows Pipe Trail/Mount Greylock, which was a huge plus for us. Wishing all the best for this newly opened hotel!"
The price is Rp2.917.080
Rp3.258.378 total
includes taxes & fees
13 Jul - 14 Jul
The Revival House

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1000)
"Fantastic place"
The price is Rp2.335.462
Rp2.608.710 total
includes taxes & fees
10 Aug - 11 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 Rp3.631.765
Rp4.418.728 total
includes taxes & fees
3 Aug - 4 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 Rp4.250.834
Rp4.493.114 total
includes taxes & fees
23 Jul - 24 Jul
Harbour House Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (739)
"A total dump !"
The price is Rp1.152.247
Rp1.287.081 total
includes taxes & fees
23 Jul - 24 Jul
FairBridge Inn Express

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (2)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is Rp2.465.743
Rp2.754.235 total
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (636)
"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 Rp3.652.522
Rp4.079.867 total
includes taxes & fees
13 Jul - 14 Jul
Hilton Garden Inn Lenox Pittsfield

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (609)
"Convenient location for my trip"
The price is Rp1.118.214
Rp1.248.996 total
includes taxes & fees
13 Jul - 14 Jul
Wagon Wheel Inn

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (751)
"Was great loved the jacuzzi tub "
The price is Rp1.604.394
Rp1.792.059 total
includes taxes & fees
13 Jul - 14 Jul
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (848)
"The rooms were tasteful, cheerful and emaculate. We have been searching for lovely, reasonably priced accommodations for our annual trips to Williamstown and we have definitely found them here. The beds were so comfortable, the room felt spacious and the bathroom had extra perks. We will return , highly recommend!"
The price is Rp1.782.498
Rp1.991.069 total
includes taxes & fees
13 Jul - 14 Jul
Howard Johnson by Wyndham Williamstown

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (507)
"We enjoyed our stay here. It was very quiet, and had everything we needed."
Berkshire Mountain Lodge

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Good lodgings in a great area to visit."
The price is Rp2.518.689
Rp2.813.376 total
includes taxes & fees
30 Jul - 31 Jul
Hampton Inn & Suites Berkshires-Lenox

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (743)
"Great boutique hotel"
The price is Rp3.062.934
Rp3.421.249 total
includes taxes & fees
21 Jul - 22 Jul
Hotel On North

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1009)
"Nice place to stay. Good breakfast. "
The price is Rp2.603.494
Rp2.908.103 total
includes taxes & fees
21 Jul - 22 Jul
The Yankee, Trademark Collection by Wyndham

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (295)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is Rp2.090.574
Rp2.335.123 total
includes taxes & fees
14 Jul - 15 Jul
The Central Downtown Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (817)
"Very convenient location, downtown, short drive to local attractions "
The price is Rp1.869.670
Rp2.088.421 total
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (628)
"Great place stay after an evening at Tanglewood!"
The price is Rp5.819.575
Rp6.500.466 total
includes taxes & fees
11 Jul - 12 Jul
Berkshires Untold

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (561)
"The hotel is very clean, well-managed, and quiet, and it's conveniently located near Tanglewood and other attractions. The room is clean, and the staff are all extremely kind and attentive to our needs (special thanks to Tapan!) We will definitely be coming back!"
The price is Rp3.435.672
Rp3.837.646 total
includes taxes & fees
13 Jul - 14 Jul
Courtyard by Marriott Lenox Berkshires
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These family-friendly hotels in Cherry Plain may fit your trip

Check out pet-friendly hotels in Cherry Plain

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.

Learn more about Cherry Plain

Head to Cherry Plain State Park and Brodie Mountain—just two of the sights around Cherry Plain.

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.

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 666 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.