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Find a Bed and Breakfast in Cherry Plain from CA $213

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Cherry Plain bed & breakfast

A large, two-story house with a front porch and a well-maintained garden with various flowers and shrubs.

1. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.8 out of 10, Exceptional, (58 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is CA $298
CA $314 total
includes taxes & fees
Dec 1 - Dec 2
Harbour House Inn
A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

2. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.2 out of 10, Wonderful, (159 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is CA $241
CA $269 total
includes taxes & fees
Dec 9 - Dec 10
The Trail in Adams - Berkshires’ Art Hotel
A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

3. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
United States
Linda
The price is CA $232
CA $260 total
includes taxes & fees
Dec 3 - Dec 4
Inn at Silver Maple Farm
A large bed with a wooden headboard, two bedside lamps, red curtains, and a chandelier.

4. Gardner Farm Inn

Gardner Farm Inn
3.5 star property
Troy
10.0 out of 10, Exceptional, (225 reviews)
"We really enjoyed our stay. The host is very personable and the breakfast was delicious. The house is on a busy road but there is an accessible patch of woods."
United States
Karon
The price is CA $259
CA $287 total
includes taxes & fees
Nov 9 - Nov 10
Gardner Farm Inn
A grand hallway with wooden columns, a staircase, and a chandelier.

5. Olde Judge Mansion

Olde Judge Mansion
2.0 star property
Troy
8.8 out of 10, Excellent, (258 reviews)
"The facility was unique and the owner very helpful and friendly. She provided a great breakfast! My only concern was the sketchy looking neighborhood with teenagers (?) running and yelling on the corner. It was quiet past 10 pm and my car was safe in the parking lot."
United States
Sallie
The price is CA $192
CA $213 total
includes taxes & fees
Nov 23 - Nov 24
Olde Judge Mansion
A neatly made bed with a headboard, a bedside lamp, a framed painting, and a small bedside table with a tissue box.

6. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is CA $383
CA $478 total
includes taxes & fees
Nov 9 - Nov 10
Experience Timeless Elegance in The Edith Wharton Room!
A room with a dark green sofa, a small table with a vase of flowers, a desk with a lamp, and a window with curtains.

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

Elegant Carriage House room with a queen bed and private patio.
Lenox
The price is CA $406
CA $505 total
includes taxes & fees
Nov 9 - Nov 10
Elegant Carriage House room with a queen bed and private patio.
A porch with a white railing, a potted plant, and a view of a garden.

8. Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is CA $429
CA $533 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Carriage House room with a double bed and private balcony
A well-appointed bedroom with a large bed, a bedside table, a chair, and a bathroom visible through an open door.

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is CA $383
CA $478 total
includes taxes & fees
Nov 9 - Nov 10
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

10. Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is CA $451
CA $562 total
includes taxes & fees
Nov 9 - Nov 10
Historic Susan B. Anthony Room - Cozy & Charming Stay
A snow-covered outdoor area with a patio, seating, and a covered dining area.

11. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,003 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is CA $240
CA $276 total
includes taxes & fees
Nov 9 - Nov 10
The Cornell Inn, Lenox & The Berkshires
A bedroom with a bed, a fireplace, a ceiling fan, and a door.

12. 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
The price is CA $553
CA $688 total
includes taxes & fees
Nov 9 - Nov 10
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
A bedroom with a bed, a television, a fireplace, and a window.

13. "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is CA $598
CA $727 total
includes taxes & fees
Nov 9 - Nov 10
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
A modern living room with a sloped ceiling, a sofa, a coffee table, and a unique chandelier.

14. 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
The price is CA $666
CA $829 total
includes taxes & fees
Nov 9 - Nov 10
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
A modern living room with a sofa, a coffee table, and a fireplace.

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

Elegant suite with a king bed, fireplace, and kitchenette.
Lenox
The price is CA $666
CA $829 total
includes taxes & fees
Nov 9 - Nov 10
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The units are kept very clean. Rooms are spacious and provide you with utensils, dishes, pots, pans, dish soap and sponge. They do not provide housekeeping on a daily basis but if you are in need of any items the front desk will provide you with them. There is a coffee maker in the room, you are provided with coffee, but I suggest buying your brand of coffee and making that. There is a stop and shop across the way from the hotel, there are also other food stores conveniently located nearby, as are other stores, and restaurants."
Sabina 4-night trip
Posted 1 hour ago
Berkshire Mountain Lodge

Find out more about Cherry Plain

Cherry Plain B&B information

Number of reviews
316
Accommodation
17 B&B
Lowest Price
CA $213
Highest Price
CA $829

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?
Here are some well-liked B&Bs in the surrounding area: Inn at Silver Maple Farm: 11 rooms. 15.6 mi (25.1 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 patio area. Olde Judge Mansion: 5 rooms. 18.4 mi (29.6 km) from the heart of downtown. Enjoy the deli and arcade game room. Gardner Farm Inn: 5 rooms. Located 17 mi (27.3 km) from the core of Cherry Plain. Enjoy the free full breakfast and massage services.
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 14.6 mi (23.5 km) away from the city center. Otherwise, you can search for flights to Albany Intl. Airport (ALB), which is 24.2 mi (39 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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