Best Resorts in Cherry Plain

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Resorts in Cherry Plain

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Recommended hotels in Cherry Plain

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1014)
"Great stay!"
United States
Ann
$62 nightly
The price is $70
Dec 14 - Dec 15
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1004)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$98 nightly
The price is $109
Dec 7 - Dec 8
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites

Element Lenox Berkshires

3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
$131 nightly
The price is $146
Dec 11 - Dec 12
Total with taxes and fees
Element Lenox Berkshires

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
$91 nightly
The price is $102
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (975)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$93 nightly
The price is $104
Dec 5 - Dec 6
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1013)
"Staff was very nice!"
United States
David
$107 nightly
The price is $120
Dec 20 - Dec 21
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2159)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
$101 nightly
The price is $113
Dec 3 - Dec 4
Total with taxes and fees
Vacation Village in the Berkshires

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (827)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Dec 3 - Dec 4
Total with taxes and fees
Howard Johnson by Wyndham Lenox

The Villager Motel

2.0 star property
Williamstown
8.8 out of 10, Excellent, (763)
"It's very good for stay over"
United States
Frances
$69 nightly
The price is $77
Dec 3 - Dec 4
Total with taxes and fees
The Villager Motel

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (586)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
$99 nightly
The price is $111
Dec 3 - Dec 4
Total with taxes and fees
Maple Terrace Motel

Cozy Corner Motel

2.0 star property
Williamstown
9.2 out of 10, Wonderful, (884)
"Clean, Great Staff, Quiet"
United States
john
$79 nightly
The price is $88
Dec 3 - Dec 4
Total with taxes and fees
Cozy Corner Motel

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (806)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
$114 nightly
The price is $127
Dec 3 - Dec 4
Total with taxes and fees
Berkshires Untold

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (839)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
$81 nightly
The price is $91
Jan 1 - Jan 2, 2026
Total with taxes and fees
Berkshire Inn

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

2.5 star property
Rensselaer
8.8 out of 10, Excellent, (856)
"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
$95 nightly
The price is $106
Dec 5 - Dec 6
Total with taxes and fees
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

The Springs Motel

2.0 star property
New Ashford
9.2 out of 10, Wonderful, (87)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
$121 nightly
The price is $133
Dec 4 - Dec 5
Total with taxes and fees
The Springs Motel

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Clean, pleasant staff and good breakfast. "
United States
Edward
$111 nightly
The price is $124
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
$85 nightly
The price is $95
Dec 3 - Dec 4
Total with taxes and fees
The Central Downtown Inn & Suites

Williamstown Motel

2.0 star property
Williamstown
9.4 out of 10, Exceptional, (314)
"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
$84 nightly
The price is $94
Dec 9 - Dec 10
Total with taxes and fees
Williamstown Motel

Willows Motel Williamstown

2.0 star property
Williamstown
9.0 out of 10, Wonderful, (991)
"Very friendly staff and fresh fruit at breakfast!"
United States
Justin
$85 nightly
The price is $95
Dec 3 - Dec 4
Total with taxes and fees
Willows Motel Williamstown

Blue Vista Motor Lodge

2.0 star property
North Adams
9.8 out of 10, Exceptional, (195)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
$179 nightly
The price is $189
Dec 3 - Dec 4
Total with taxes and fees
Blue Vista Motor Lodge
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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Top Cherry Plain Hotel Reviews

Find out more about Cherry Plain

Cherry Plain Resorts information

Number of reviews
14,710
Accommodation
32 Resorts
Lowest Price
$70
Highest Price
$189

Frequently asked questions

What can I expect from a resort vacation in Cherry Plain?
You deserve a vacation, and a resort is the ideal place to pamper yourself with the amenities and services you need for a relaxing time in Cherry Plain. One of the comfortable resort hotels in the surrounding area could be just what you're looking for, whether you're hoping for an amazing pool, blissful spa treatments, or fun activities to try.
What's the best resort for my stay in Cherry Plain?
Our highest-rated resorts around Cherry Plain: In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort right by Jiminy Peak Mountain Resort. 6.1 mi (9.9 km) from Cherry Plain. Features ski-in/ski-out access, a fitness center, and a garden. Bentley Brook the perfect home base for exploring nearby Berkshire County - Ski resort, 5-minute walk from Jiminy Peak Mountain Resort. 6.1 mi (9.8 km) from Cherry Plain. Has ski-in/ski-out access, a sauna, and a fitness center. Bentley Brook the perfect home base for exploring nearby Berkshire County - Ski resort, 5-minute walk from Jiminy Peak Mountain Resort. 6.1 mi (9.8 km) from Cherry Plain. Enjoy the ski-in/ski-out access, sauna, and fitness center. Bentley Brook the perfect home base for exploring nearby Berkshire County - Ski resort, 5-minute walk from Jiminy Peak Mountain Resort. 6.1 mi (9.8 km) from Cherry Plain. Amenities include ski-in/ski-out access, a sauna, and a fitness center. 1 Bd - Vacation Village in the Berkshires - 5.6 mi (9.1 km) from Cherry Plain. Access to a fitness center.
What can I do in Cherry Plain?
Cherry Plain State Park, Brodie Mountain, and Williamstown Theatre Festival are a few interesting places to visit nearby. Additional attractions in the area include Jiminy Peak Mountain Resort and Waubeeka Golf Links.
What's the seasonal 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.
What's the best way to get to and around Cherry Plain?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 14.5 mi (23.3 km) from the heart of the city. Otherwise, look for flights into Albany Intl. Airport (ALB), which is 24.3 mi (39.1 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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