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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan
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 Rp4.972.550
Rp5.625.198 total
includes taxes & fees
8 Nov - 9 Nov
Inn at Pine Plains
A modern bedroom with a large bed, a red sofa, a fireplace, and a television.

2. The Harlow House

The Harlow House
2.0 star property
Rhinebeck
8.8 out of 10, Excellent, (23 reviews)
"Great place"
United States
Robert
The price is Rp3.571.286
Rp4.040.018 total
includes taxes & fees
8 Nov - 9 Nov
The Harlow House
A swimming pool with a glass ceiling, indoor seating, and a brick wall.

3. Kingston Regency Inn

Kingston Regency Inn
2.5 star property
Kingston
6.4 out of 10, (117 reviews)
"Good stay for the price."
United States
Colleen
The price is Rp2.034.225
Rp2.499.834 total
includes taxes & fees
7 Dec - 8 Dec
Kingston Regency Inn
A wooden cabin with a deck, large windows, and outdoor seating.

4. The Cozy Cat Motel

The Cozy Cat Motel
Copake Falls
The price is Rp2.443.959
Rp2.737.236 total
includes taxes & fees
8 Nov - 9 Nov
The Cozy Cat Motel
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

5. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (291 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
The price is Rp2.983.530
Rp3.341.554 total
includes taxes & fees
20 Nov - 21 Nov
the Alander
A hotel with a covered entrance, stone facade, and a sign indicating it is a Holiday Inn Express & Suites.

6. Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
Lake Katrine
9.4 out of 10, Exceptional, (1,002 reviews)
"The room was clean and spacious. The bathroom was suitable for elderly guests such as my mother. The buffet breakfast was excellent too"
United States
Timothy
The price is Rp1.989.020
Rp2.227.703 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Kingston-Ulster by IHG
An outdoor patio with a fire pit, seating, and a building in the background.

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 Rp1.992.121
Rp2.231.176 total
includes taxes & fees
1 Dec - 2 Dec
Courtyard by Marriott Kingston
A room with a view of a lake, a balcony with a table and chairs, and a sofa.

8. Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
9.6 out of 10, Exceptional, (69 reviews)
"Our stay at the Rhinecliff Hotel was great! The view is amazing and the hotel was wonderful. Our room was beautiful and clean and had all the amenities we needed (hair dryer, steamer, extra towels, etc.). Checking in and out of the hotel was so easy. Would definitely stay here again!"
United States
Laura
The price is Rp2.685.177
Rp3.037.606 total
includes taxes & fees
1 Dec - 2 Dec
Rhinecliff Hotel
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.

9. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is Rp4.027.766
Rp4.916.137 total
includes taxes & fees
9 Nov - 10 Nov
Gatherwild Ranch
A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

10. 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 Rp3.616.400
Rp4.050.368 total
includes taxes & fees
8 Nov - 9 Nov
Changing Times Boutique Country Lodging
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

11. 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 Rp1.367.903
Rp1.527.948 total
includes taxes & fees
3 Dec - 4 Dec
Quality Inn Great Barrington
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 Rp4.339.680
Rp4.909.263 total
includes taxes & fees
8 Nov - 9 Nov
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, (156 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
The price is Rp2.750.272
Rp3.080.305 total
includes taxes & fees
1 Dec - 2 Dec
Little Cat Lodge
A bathroom with a double sink, vanity mirror, and two trash bins.

14. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.2 out of 10, Very good, (1,004 reviews)
"Wonderful stay."
United States
steven
The price is Rp1.936.582
Rp2.190.759 total
includes taxes & fees
9 Nov - 10 Nov
Beekman Arms and Delamater Inn
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.

15. 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, (826 reviews)
"The room was very clean and the staff were very courteous and helpful."
United States
Jacqueline
The price is Rp2.296.414
Rp2.571.982 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A residential garden with a pathway leading to a house.

16. The Amelia

The Amelia
2.0 star property
Hudson
9.6 out of 10, Exceptional, (42 reviews)
"Enjoyed our stay"
United States
Divya
The price is Rp5.191.342
Rp5.866.217 total
includes taxes & fees
9 Nov - 10 Nov
The Amelia
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

17. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (941 reviews)
"Easy access to everywhere we went. Clean"
United States
Phillip
The price is Rp1.082.208
Rp1.208.782 total
includes taxes & fees
8 Nov - 9 Nov
Monument Mountain Motel
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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Learn more about Pine Plains

Hike the trails of Stissing Mountain for panoramic views of this charming Hudson Valley town and its surrounding countryside. Spend afternoons exploring local farm stands or enjoying the peaceful waters of Stissing Lake with a picnic from Main Street businesses.

See all hotels in Pine Plains
A rustic barn surrounded by autumn foliage on a hillside.

Top reviews in Pine Plains

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

Inn at Pine Plains

Inn at Pine Plains
Pine Plains

10/10 Excellent

Great stay
United Kingdom
Katherine
Reviewed November 13, 2025
Inn at Pine Plains