Cherry Plain Hotels

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Check Cherry Plain hotel prices

Tonight
Jan 4 - Jan 5
Tomorrow night
Jan 5 - Jan 6
Next weekend
Jan 10 - Jan 12

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Top 10 trending Cherry Plain hotels

The Williams Inn
Front of property - evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (400)
"This property is beautiful, modern, super clean and convenient. Loved it! "
The price is P9,631
P10,757 total
includes taxes & fees
Jan 6 - Jan 7
The Williams Inn
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1752)
"So enjoyed this property and all the staff was always there to help in anyway!"
The price is P10,909
P12,548 total
includes taxes & fees
Jan 6 - Jan 7
Vacation Village in the Berkshires
Life House Berkshires
Lobby

Life House Berkshires

3.5 star property
9.0 out of 10, Wonderful, (464)
"We love this property! We’ve stayed there two times so far and have had an great experience each time. The rooms are clean. The vibe is very sophisticated, and the food at the restaurant is out of this world. The staff is friendly and helpful. What more could you ask for in the Berkshires?!"
The price is P5,168
P5,772 total
includes taxes & fees
Jan 6 - Jan 7
Life House Berkshires
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Indoor pool

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (715)
"Great time "
The price is P5,760
P6,434 total
includes taxes & fees
Jan 7 - Jan 8
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Very welcoming from the time we entered the front door. Everyone is sweet and willing to help you. The room was spotlessly clean. Housekeeping very detail oriented - even made a bow of the top tissue in the box (so cute i didn't want to use it! :-)Bed very comfortable. Spacious room. Nice little porch. Hot tub on site next to pool. Could have been better organized/tidied with the towels but water was clean. Parking was convenient. Location near a grocery store and restaurants. Really enjoyed...
The price is P5,984
P6,684 total
includes taxes & fees
Jan 12 - Jan 13
The Yankee, Trademark Collection by Wyndham
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (668)
"Very large room with a huge desk and two arm chairs. The bathroom was nice with a large walk-in shower and a rain shower head. My room faced North street, so I noticed the noise from the road, but most wouldn’t notice. Very pleased"
The price is P7,563
P8,448 total
includes taxes & fees
Jan 20 - Jan 21
Hotel On North
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (922)
"It’s challenging to read the reviews and know what to expect for this hotel. One main reason for that is because each unit is owned by different owners. Some units may have been renovated more recently than other units. I booked 3 rooms. One unit had an old electric stove with coils while the other had a newer electric stove. 1 had a toaster oven while the others did not. We brought food to cook, but kept it simple because we didn’t know what cooking pots and utensils would be available. One...
The price is P10,996
P12,062 total
includes taxes & fees
Jan 6 - Jan 7
Jiminy Peak Mountain Resort
Hotel Downstreet
Hypo-allergenic bedding, laptop workspace, blackout drapes

Hotel Downstreet

3.0 star property
8.6 out of 10, Excellent, (1006)
"Great experience. Hotel is clean and up to date. Highly recommended."
The price is P6,755
P7,545 total
includes taxes & fees
Jan 19 - Jan 20
Hotel Downstreet
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Staff is very friendly and helpful. Rooms were nice and clean! Breakfast was good. Had quite a bit of choices. "
The price is P7,368
P8,230 total
includes taxes & fees
Jan 12 - Jan 13
Hampton Inn & Suites Berkshires-Lenox
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (543)
"Staff were pleasant and helpful. Limited menu at the hotel's bistro, but two restaurants across the busy road. Pool is much smaller than it looks in the photo and hot tub was too hot. Rooms somewhat small but well laid-out."
The price is P8,087
P9,033 total
includes taxes & fees
Jan 23 - Jan 24
Courtyard by Marriott Lenox Berkshires
Berkshire Mountain Lodge
Fridge, microwave, stovetop, coffee/tea maker

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (417)
"Good"
The price is P9,600
P11,886 total
includes taxes & fees
Jan 6 - Jan 7
Berkshire Mountain Lodge
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1003)
"My service dog and I are always treated so well here it is my go to place to stay in the Berkshires. "
The price is P5,436
P6,072 total
includes taxes & fees
Jan 7 - Jan 8
Best Western Plus Berkshire Hills Inn & Suites
The Porches Inn at Mass MoCA
Exterior

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (372)
"Our favorite place to stay. Rooms, amenities, service and breakfast are top notch. So close to great museums and restaurants. "
The price is P8,357
P10,310 total
includes taxes & fees
Feb 3 - Feb 4
The Porches Inn at Mass MoCA
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (623)
"Excellent place "
The price is P8,258
P9,224 total
includes taxes & fees
Jan 7 - Jan 8
Hilton Garden Inn Lenox Pittsfield
Fairfield Inn & Suites by Marriott Williamstown
Exterior

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (311)
"Friendly Staff and quiet room"
The price is P7,796
P8,708 total
includes taxes & fees
Jan 9 - Jan 10
Fairfield Inn & Suites by Marriott Williamstown
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (757)
"This is a nice motel, though there is no continental breakfast. There is a pot of coffee made at 7am. The rooms are clean and updated, the mattress is good, airconditioner in back wall, simple round thermostat for hot water radiator heating, mini-fridge is compressor type, microwave."
The price is P5,003
P5,588 total
includes taxes & fees
Jan 6 - Jan 7
Berkshire Inn
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (693)
"Clean room quick easy check in"
The price is P4,014
P4,484 total
includes taxes & fees
Jan 6 - Jan 7
FairBridge Inn Express
1896 House Country Inn & Motels
Exterior

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (407)
"Historic Inn that is clean. If you are looking for something modern this is not for you. If you love a historic inn with all the old charm and character then this is your place. Staff was friendly and the bed comfortable. WiFi password provided upon picking up the room key. Internet worked well. Room was spacious for a family of 4."
The price is P4,897
P5,469 total
includes taxes & fees
Jan 6 - Jan 7
1896 House Country Inn & Motels
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (705)
"The room was clean and spacious. The parking lot still had a lot of snow and especially ice"
The price is P4,596
P5,134 total
includes taxes & fees
Jan 6 - Jan 7
Howard Johnson by Wyndham Lenox
Club Wyndham Bentley Brook
Exterior

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (495)
"Good spot for vacation. Pool. Sauna. Sends to Vacation village, if amenities in repair. "
Club Wyndham Bentley Brook
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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Frequently asked questions

Where is the best place to stay in Cherry Plain?

Hotel Downstreet, located 13.3 mi (21.5 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 Life House Berkshires and The Yankee, Trademark Collection by Wyndham. 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 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 with an onsite pool. View all hotels with pools in Cherry Plain.

What is staying in Cherry Plain like?

Visitors to Cherry Plain are sure to find plenty to explore and enjoy. There are 612 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 Brodie Mountain, Williamstown Theatre Festival, and Jiminy Peak Mountain Resort. You'll also find Waubeeka Golf Links and Mount Greylock State Reservation Visitor Center 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.