Pine Plains Chalets

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Recommended hotels in Pine Plains

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
$275 nightly
The price is $311
Nov 9 - Nov 10
Total with taxes and fees
Inn at Pine Plains

2. NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
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.
$610 nightly
The price is $684
Nov 9 - Nov 10
Total with taxes and fees
NEW: Chic Modern Barn Style Home in Fun Area

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.
$1,203 nightly
The price is $1,361
Nov 10 - Nov 11
Total with taxes and fees
A Country Lodge Straight Out of the Pages of a Great Novel

4. The Cozy Cat Motel

The Cozy Cat Motel
Copake Falls
$135 nightly
The price is $151
Nov 9 - Nov 10
Total with taxes and fees
The Cozy Cat Motel

5. Kingston Regency Inn

Kingston Regency Inn
2.5 star property
Kingston
6.4 out of 10, (119 reviews)
"Good stay for the price."
United States
Colleen
$137 nightly
The price is $154
Nov 24 - Nov 25
Total with taxes and fees
Kingston Regency Inn

6. The Harlow House

The Harlow House
2.0 star property
Rhinebeck
8.8 out of 10, Excellent, (23 reviews)
"Great place"
United States
Robert
$187 nightly
The price is $211
Nov 9 - Nov 10
Total with taxes and fees
The Harlow House

7. 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, (1,004 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
$110 nightly
The price is $123
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express & Suites Kingston-Ulster by IHG

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
$145 nightly
The price is $164
Dec 1 - Dec 2
Total with taxes and fees
Rhinecliff Hotel

9. 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
$165 nightly
The price is $185
Nov 20 - Nov 21
Total with taxes and fees
the Alander

10. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,002 reviews)
"Very nice hotel in a convenient area too."
United States
Yvette
$110 nightly
The price is $123
Dec 1 - Dec 2
Total with taxes and fees
Courtyard by Marriott Kingston

11. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
10.0 out of 10, Exceptional, (1 review)
"Amazing sauna session"
United States
AYANO
$238 nightly
The price is $266
Nov 10 - Nov 11
Total with taxes and fees
Gatherwild Ranch

12. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
$76 nightly
The price is $85
Nov 29 - Nov 30
Total with taxes and fees
Quality Inn Great Barrington

13. 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
$200 nightly
The price is $224
Nov 9 - Nov 10
Total with taxes and fees
Changing Times Boutique Country Lodging

14. Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay. Great breakfast!"
United States
stephen
$114 nightly
The price is $128
Dec 6 - Dec 7
Total with taxes and fees
Hampton Inn Kingston

15. Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (220 reviews)
"Wonderful hotel"
United States
zehava
$117 nightly
The price is $132
Nov 22 - Nov 23
Total with taxes and fees
Howard Hotel

16. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.2 out of 10, Very good, (1,008 reviews)
"great place to stay"
United States
Julia
$119 nightly
The price is $135
Nov 9 - Nov 10
Total with taxes and fees
Beekman Arms and Delamater Inn

17. 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, (827 reviews)
"The room was very clean and the staff were very courteous and helpful."
United States
Jacqueline
$127 nightly
The price is $142
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

18. 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.
$210 nightly
The price is $235
Nov 22 - Nov 23
Total with taxes and fees
the suite @ barn & bike - private, bucolic, serene setting

19. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (942 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
$67 nightly
The price is $74
Nov 9 - Nov 10
Total with taxes and fees
Monument Mountain Motel

20. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (144 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
$140 nightly
The price is $158
Nov 9 - Nov 10
Total with taxes and fees
Jenny's Country Manor
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.

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.

A rustic barn surrounded by autumn foliage on a hillside.

Top reviews in Pine Plains

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