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Dec 12 - Dec 14
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B&B in Cherry Plain

Property grounds
Gardner Farm Inn

Gardner Farm Inn

3.5 star property
Troy
10.0 out of 10, Exceptional, (199)
"John was an incredibly welcoming host. He provided helpful recommendations for local attractions along with a great breakfast! The B&B has a great deal of character and charm."
United States
Benito
$165 nightly
The price is $184
Dec 23 - Dec 24
Total with taxes and fees
Gardner Farm Inn
Property entrance
Olde Judge Mansion

Olde Judge Mansion

2.0 star property
Troy
8.8 out of 10, Excellent, (246)
"Cozy, old fashioned mansion, well maintained and comfortable. Easy off street parking. Owner, Tina, supplied ample information about check-in and local dining. "
United States
Donald
$133 nightly
The price is $148
Dec 9 - Dec 10
Total with taxes and fees
Olde Judge Mansion
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1004)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
$177 nightly
The price is $197
Dec 21 - Dec 22
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
Terrace/patio
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)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
$174 nightly
The price is $194
Dec 3 - Dec 4
Total with taxes and fees
The Trail in Adams - Berkshires’ Art Hotel
Aerial view
Inn at Silver Maple Farm

Inn at Silver Maple Farm

3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
"Great stay, comfortable place"
United States
barry
$159 nightly
The price is $178
Dec 3 - Dec 4
Total with taxes and fees
Inn at Silver Maple Farm
3 bedrooms, bed sheets
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Lenox
$260 nightly
The price is $298
Dec 21 - Dec 22
Total with taxes and fees
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
1 bedroom, WiFi, bed sheets, wheelchair access
Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!

Lenox
$260 nightly
The price is $330
Dec 21 - Dec 22
Total with taxes and fees
Experience Timeless Elegance in The Edith Wharton Room!
1 bedroom, WiFi, bed sheets
Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.

Lenox
$331 nightly
The price is $409
Jan 1 - Jan 2, 2026
Total with taxes and fees
Elegant Carriage House room with a queen bed and private patio.
1 bedroom, bed sheets
Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony

Lenox
$299 nightly
The price is $373
Dec 21 - Dec 22
Total with taxes and fees
Cozy Carriage House room with a double bed and private balcony
Terrace/patio
Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay

Lenox
$318 nightly
The price is $395
Dec 21 - Dec 22
Total with taxes and fees
Historic Susan B. Anthony Room - Cozy & Charming Stay
Fireplace
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Lenox
$406 nightly
The price is $492
Dec 23 - Dec 24
Total with taxes and fees
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
1 bedroom, bed sheets
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

Lenox
$445 nightly
The price is $536
Dec 21 - Dec 22
Total with taxes and fees
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Exterior
Harbour House Inn

Harbour House Inn

3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"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!! "
United States
Lorie
$249 nightly
The price is $264
Dec 9 - Dec 10
Total with taxes and fees
Harbour House Inn
Fireplace
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Lenox
$503 nightly
The price is $575
Dec 21 - Dec 22
Total with taxes and fees
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Living area
Elegant suite with a king bed, fireplace, and kitchenette.

Elegant suite with a king bed, fireplace, and kitchenette.

Lenox
$503 nightly
The price is $601
Dec 21 - Dec 22
Total with taxes and fees
Elegant suite with a king bed, fireplace, and kitchenette.
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

Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany

10/10 Excellent
"Very good location "
Vincent 2-night trip
Posted 6 hours ago
Best Western Plus Franklin Square Inn Troy/Albany

Find out more about Cherry Plain

Cherry Plain B&B information

Number of reviews
1,265
Accommodation
17 B&B
Lowest Price
$148
Highest Price
$601

Frequently asked questions

Searching for B&Bs in Cherry Plain?
Whether you're traveling with your family and want a friendly place to stay, or you're a solo traveler hoping to make some connections, a B&B might be the right choice for your trip.
Are you thinking about a B&B instead of a traditional hotel?
Every B&B has its own unique feel. Whether it's a picturesque garden or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a fun place to get away.
What are the top B&Bs in Cherry Plain?
Below are some well-liked B&Bs in the area: The Cornell Inn, Lenox & The Berkshires: 18.6 mi (29.9 km) from the heart of Cherry Plain. Enjoy the free full breakfast and unique décor. Inn at Silver Maple Farm: 11 rooms. 15.5 mi (25 km) from the downtown core. Enjoy the free buffet breakfast and designer toiletries. The Trail in Adams - Berkshires' Art Hotel: 9 rooms. Situated 12.2 mi (19.6 km) from the heart of Cherry Plain. Enjoy the unique décor and arcade game room. Gardner Farm Inn: 5 rooms. 17 mi (27.4 km) from the heart of downtown. Enjoy the free full breakfast and massage services. Olde Judge Mansion: 5 rooms. Located 18.5 mi (29.7 km) from the core of Cherry Plain. Enjoy the deli and arcade game room.
What's the best time of year to stay at a B&B in Cherry Plain?
When you're planning your trip to Cherry Plain, be sure to take into account the year-round temperatures. 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.
How can I get to and around Cherry Plain?
Planning your excursions in and around Cherry Plain is easier with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 14.5 mi (23.3 km) away from the city center. Otherwise, you can search for flights to 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 a rental car for your journey.

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