A rustic barn surrounded by autumn foliage on a hillside.

Search Chalets in Pine Plains from CA $119

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21
No exact matches found, but these alternatives could be just right

Recommended hotels in Pine Plains

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

1. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
"good location/ walkable to down town !"
United States
teresina
The price is CA $323
CA $366 total
includes taxes & fees
Nov 10 - Nov 11
Inn at Pine Plains
A modern building with a dark exterior, a wooden front door, and small landscaped areas with plants.

2. Chic Barn Style * Fireplace * Near Stissing House

Chic Barn Style * Fireplace * Near Stissing House
Pine Plains
10.0 out of 10, Exceptional, (3 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
The price is CA $276
CA $983 total
includes taxes & fees
Nov 3 - Nov 4
Chic Barn Style * Fireplace * Near Stissing House
A two-story house with a gravel driveway leading to a garage.

3. A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (15 reviews)
"Stayed with a group for Millbrook Horse Trials, we had an amazing weekend at this calm and relaxing home with plenty of beds and amenities! What a treat!"
United States
Marianne R.
The price is CA $1,245
CA $2,058 total
includes taxes & fees
Oct 30 - Oct 31
A Country Lodge Straight Out of the Pages of a Great Novel
A wooden deck with wicker chairs and a small table, overlooking a forested area.

4. The Harlow House

The Harlow House
2.0 star property
Rhinebeck
9.0 out of 10, Wonderful, (22 reviews)
"Great place"
United States
Robert
The price is CA $257
CA $291 total
includes taxes & fees
Nov 1 - Nov 2
The Harlow House
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

5. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is CA $312
CA $380 total
includes taxes & fees
Nov 1 - Nov 2
Gatherwild Ranch
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

6. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (289 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
The price is CA $231
CA $258 total
includes taxes & fees
Nov 20 - Nov 21
the Alander
A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.

7. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,001 reviews)
"Very nice hotel in a convenient area too."
United States
Yvette
The price is CA $165
CA $185 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Kingston
A two-story house with a front porch, a garage with a red car, and a driveway with a black car.

8. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (143 reviews)
"I like that it has some character and authenticity. Its everything you need in an awesome area, yet tucked away from too much craziness and traffic."
United States
amanda
The price is CA $196
CA $222 total
includes taxes & fees
Nov 1 - Nov 2
Jenny's Country Manor
A covered porch with a wooden floor, white railings, and hanging flower baskets.

9. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (127 reviews)
"A great place to stay!"
United States
Thomas
The price is CA $280
CA $313 total
includes taxes & fees
Nov 9 - Nov 10
Changing Times Boutique Country Lodging
A white house with a red barn in the background, a covered porch, and a solar panel roof.

10. the suite @ barn & bike - private, bucolic, serene setting

the suite @ barn & bike - private, bucolic, serene setting
Red Hook
9.8 out of 10, Exceptional, (16 reviews)
"The host was great, we enjoyed the suite, it was perfect for our ski trip. Lots of food options near, ver accomating."
United States
William D.
The price is CA $278
CA $353 total
includes taxes & fees
Nov 22 - Nov 23
the suite @ barn & bike - private, bucolic, serene setting
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.

11. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
Saugerties
8.8 out of 10, Excellent, (822 reviews)
"The room was very clean and the staff were very courteous and helpful."
United States
Jacqueline
The price is CA $171
CA $191 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

12. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (86 reviews)
"the minute we arrived the host was helpful, and very nice. He even asked if we needed dinner reservations. The room was clean and pristine. the breakfast was excellent. the host was very cordial and helpful. would definitely recommend. would definitely stay again if in that area"
United States
kenneth
The price is CA $336
CA $380 total
includes taxes & fees
Nov 6 - Nov 7
Millbrook Country House Bed & Breakfast
A house with a stone patio and wooden stools.

13. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (150 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
The price is CA $213
CA $238 total
includes taxes & fees
Nov 2 - Nov 3
Little Cat Lodge
A swimming pool with a glass ceiling, indoor seating, and a brick wall.

14. Kingston Regency Inn

Kingston Regency Inn
2.5 star property
Kingston
6.2 out of 10, (110 reviews)
"Good stay for the price."
United States
Colleen
The price is CA $157
CA $193 total
includes taxes & fees
Nov 12 - Nov 13
Kingston Regency Inn
A balcony with a white table and chairs, overlooking a body of water and distant land.

15. Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
9.6 out of 10, Exceptional, (67 reviews)
"It was a beautiful place, with great views of the river, and I would definitely stay there again!"
United States
Francine
The price is CA $239
CA $270 total
includes taxes & fees
Nov 4 - Nov 5
Rhinecliff Hotel
A bedroom with a large bed, a chair, and a window with curtains.

16. The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (156 reviews)
"It’s an exceptional place in every aspect. "
United States
William
The price is CA $417
CA $480 total
includes taxes & fees
Nov 23 - Nov 24
The White Hart
A Quality Inn sign, a brick building, and a parking lot with cars.

17. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is CA $106
CA $119 total
includes taxes & fees
Nov 22 - Nov 23
Quality Inn Great Barrington
A residential garden with a pathway leading to a house.

18. The Amelia

The Amelia
2.0 star property
Hudson
9.6 out of 10, Exceptional, (41 reviews)
"Enjoyed our stay"
United States
Divya
The price is CA $377
CA $426 total
includes taxes & fees
Nov 29 - Nov 30
The Amelia
A Hampton Inn hotel with a modern facade, multiple entry points, and a well-lit entrance.

19. Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,001 reviews)
"Wonderful staff made the experience amazing! Highly recommend."
United States
Jennifer
The price is CA $171
CA $191 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Kingston
A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.

20. Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck Village
9.6 out of 10, Exceptional, (376 reviews)
"Beautiful property, relaxing spa, clean, great food. Would stay again!"
United States
Maria
The price is CA $684
CA $774 total
includes taxes & fees
Nov 9 - Nov 10
Mirbeau Inn & Spa
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 Pine Plains Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"What a charming place to stay after visiting the Berkshires! Beds are super comfy. Wish they had a smart TV though to connect to!"
Lidia 1-night trip
Posted 6 hours ago
Quality Inn Great Barrington

Find out more about Pine Plains

Pine Plains Chalets information

Number of reviews
2,978
Accommodation
2 Chalets
Lowest Price
CA $119
Highest Price
CA $2,058

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