Hotels in Cherry Plain
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Berkshire Valley Inn
Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (564)
9.2/10
Wonderful
(564)
The price is $139
$139
$155 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2175)
8.8/10
Excellent
(2175)
The price is $116
$116
$141 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Springs Motel
The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (88)
9.4/10
Exceptional
(88)
The price is $117
$117
$129 total
includes taxes & fees
Dec 19 - Dec 20
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (987)
8.2/10
Very Good
(987)
The price is $219
$219
$245 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Huttopia Berkshires
Huttopia Berkshires
1.0 star property
Williamstown
10.0 out of 10, Exceptional, (7)
10/10
Exceptional
(7)
The price is $194
$194
$216 total
includes taxes & fees
Jan 4 - Jan 5, 2026
1896 House Country Inn & Motels
1896 House Country Inn & Motels
2.5 star property
Williamstown
6.6 out of 10, (448)
6.6/10
(448)
The price is $119
$119
$133 total
includes taxes & fees
Dec 21 - Dec 22
The Williams Inn
The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (550)
9.6/10
Exceptional
(550)
The price is $197
$197
$220 total
includes taxes & fees
Dec 21 - Dec 22
Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
Williamstown
8.8 out of 10, Excellent, (395)
8.8/10
Excellent
(395)
The price is $157
$157
$175 total
includes taxes & fees
Dec 22 - Dec 23
Willows Motel Williamstown
Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (994)
9.0/10
Wonderful
(994)
The price is $85
$85
$95 total
includes taxes & fees
Dec 21 - Dec 22
Maple Terrace Motel
Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (590)
9.6/10
Exceptional
(590)
The price is $99
$99
$111 total
includes taxes & fees
Dec 21 - Dec 22
Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (899)
6.6/10
(899)
The price is $90
$90
$101 total
includes taxes & fees
Dec 19 - Dec 20
Gregory House Country Inn
Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (85)
9.0/10
Wonderful
(85)
The price is $113
$113
$125 total
includes taxes & fees
Dec 28 - Dec 29
Cozy Corner Motel
Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (887)
9.2/10
Wonderful
(887)
The price is $75
$75
$88 total
includes taxes & fees
Dec 21 - Dec 22
The Villager Motel
The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (766)
8.8/10
Excellent
(766)
The price is $69
$69
$77 total
includes taxes & fees
Dec 21 - Dec 22
Harbour House Inn
Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
9.4/10
Exceptional
(53)
The price is $215
$215
$227 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (142)
9.0/10
Wonderful
(142)
The price is $174
$174
$194 total
includes taxes & fees
Dec 19 - Dec 20
The Revival House
The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (25)
9.0/10
Wonderful
(25)
The price is $150
$150
$168 total
includes taxes & fees
Dec 21 - Dec 22
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, (1001)
8.6/10
Excellent
(1001)
The price is $76
$76
$85 total
includes taxes & fees
Dec 20 - Dec 21
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (989)
8.0/10
Very Good
(989)
The price is $88
$88
$99 total
includes taxes & fees
Dec 20 - Dec 21
Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1004)
8.8/10
Excellent
(1004)
The price is $125
$125
$140 total
includes taxes & fees
Jan 6 - Jan 7, 2026
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.
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.
Go beyond your typical stay in Cherry Plain
Pet friendly
Family friendly
Cottage
Check out reviews of Cherry Plain hotels guests love
The Yankee, Trademark Collection by Wyndham
10/10 Excellent
"Great spot"
Hampton Inn & Suites Berkshires-Lenox
10/10 Excellent
"From check in to the room itself to parking and breakfast everything was wonderful!!"
Courtyard by Marriott Albany Troy/Waterfront
10/10 Excellent
"Staff was friendly and beautiful rooms and comfortable beds"
Hilton Garden Inn Troy
10/10 Excellent
"Nice facility. Lot's of parking. Clean, spacious room."
Vacation Village in the Berkshires
10/10 Excellent
"Awesome for ski"
Berkshires Untold
10/10 Excellent
"Room was very nice and spacious!"
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Clean room, friendly staff. "
Hampton Inn & Suites Albany-East Greenbush
10/10 Excellent
"Pet friendly with good space for dog walking.
Property was very clean, maybe a newly built Hampton Inn.
Check in was easy, friendly and efficient.
The room was spacious and much appreciated well lit."
Berkshire Mountain Lodge
10/10 Excellent
"Nice room"
Frequently asked questions
What hotels do travelers recommend in Cherry Plain?
Guests like Vacation Village in the Berkshires, The Williams Inn and Huttopia Berkshires.
Can I book a refundable hotel in Cherry Plain?
If you want the flexibility to change your travel plans to Cherry Plain, most properties offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Cherry Plain be like during my vacation?
July and August are typically the warmest months in Cherry Plain when the average temp is 65°F. January and February are the coldest months when the average temperature is 26°F. October and December are the months with the most rain.
Why should I book my Cherry Plain hotel through Hotels.com?
There are lots of reasons to book your Cherry Plain trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.