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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb
No exact matches found, but these alternatives could be just right

Recommended hotels in Pine Plains

Property entrance
Inn at Pine Plains

Inn at Pine Plains

3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (301)
"Great stay"
United Kingdom
Katherine
The price is AED 909
AED 1,028 total
includes taxes & fees
24 Dec - 25 Dec
Inn at Pine Plains
Front of property
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2.0 star property
Hudson
8.4 out of 10, Very Good, (10)
"lovely place!"
United States
Samyuktha
The price is AED 859
AED 1,137 total
includes taxes & fees
4 Jan - 5 January 2026
Pocketbook Hotel and Bath
Exterior
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 star property
Hyde Park
8.0 out of 10, Very Good, (1004)
"Clean, decent breakfast, and overall great for the price "
United States
Erik
The price is AED 248
AED 280 total
includes taxes & fees
5 Jan - 6 January 2026
Quality Inn Hyde Park Poughkeepsie North
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (707)
"We stay here every year and it never disappoints "
United States
Elizabeth
The price is AED 393
AED 439 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2.0 star property
Catskill
9.6 out of 10, Exceptional, (106)
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
The price is AED 400
AED 591 total
includes taxes & fees
15 Dec - 16 Dec
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (804)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Exterior
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1001)
"Clean room, nice location "
United States
Devron
The price is AED 278
AED 310 total
includes taxes & fees
23 Dec - 24 Dec
Quality Inn Great Barrington
Aerial view
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AED 386
AED 443 total
includes taxes & fees
24 Dec - 25 Dec
Locust Tree Bed and Breakfast LLC
Exterior
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 star property
Rhinebeck
8.4 out of 10, Very Good, (800)
"Really enjoyed staying at this lovely property."
United States
Kenneth
The price is AED 365
AED 413 total
includes taxes & fees
1 Jan - 2 January 2026
Beekman Arms and Delamater Inn
Premium bedding, down comforters, Tempur-Pedic beds, in-room safe
AutoCamp Catskills

AutoCamp Catskills

5.0 star property
Saugerties
9.0 out of 10, Wonderful, (439)
"Great location. Amazing views. "
United States
Sarig
The price is AED 559
AED 770 total
includes taxes & fees
17 Dec - 18 Dec
AutoCamp Catskills
View from property
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3.0 star property
Kingston
8.8 out of 10, Excellent, (789)
"Very nice stay"
United States
LOIS
The price is AED 419
AED 469 total
includes taxes & fees
1 Jan - 2 January 2026
Residence Inn by Marriott Kingston
Exterior
Hampton Inn Kingston

Hampton Inn Kingston

2.5 star property
Kingston
9.0 out of 10, Wonderful, (1000)
"Courteous staff, clean room, pleasant atmosphere, convenient location, and good free breakfast."
United States
Karen
The price is AED 408
AED 457 total
includes taxes & fees
1 Jan - 2 January 2026
Hampton Inn Kingston
Front of property
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3.0 star property
Kingston
8.8 out of 10, Excellent, (1000)
"Great stay!!"
United States
Anita
The price is AED 403
AED 451 total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Kingston
Terrace/patio
Nautical Nest

Nautical Nest

2.5 star property
Hudson
9.6 out of 10, Exceptional, (125)
"Very cute, great location in town, nice and quiet"
United States
Michael
The price is AED 436
AED 506 total
includes taxes & fees
5 Jan - 6 January 2026
Nautical Nest
Exterior
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, (1000)
"Great stay"
United States
Siju
The price is AED 422
AED 473 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Kingston-Ulster by IHG
View from property
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is AED 955
AED 1,190 total
includes taxes & fees
17 Dec - 18 Dec
Prospect Berkshires
Gazebo
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2.0 star property
Saugerties
7.6 out of 10, Good, (1001)
"Easy check in, friendly staff. "
United States
Daniel
The price is AED 382
AED 428 total
includes taxes & fees
14 Dec - 15 Dec
Howard Johnson by Wyndham Saugerties
Dinner served, American cuisine
the Alander

the Alander

2.5 star property
Copake
9.0 out of 10, Wonderful, (187)
"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
United States
Jenna
The price is AED 514
AED 576 total
includes taxes & fees
16 Dec - 17 Dec
the Alander
Exterior
The Nest Hudson

The Nest Hudson

3.5 star property
Hudson
9.6 out of 10, Exceptional, (210)
"What a beautiful stay right in the heart of Hudson. Cute, cozy, super clean with everything you need! "
United States
Kseniya
The Nest Hudson
Front of property
The Wiltwyck

The Wiltwyck

3.5 star property
Kingston
9.4 out of 10, Exceptional, (162)
"Great location."
United States
Catherine
The Wiltwyck
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

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

10/10 Excellent
"This was a very cool new hotel. Easy walk into the cute town of Hudson. They are still working out some kinks, we didn’t have hot water but staff was very understanding and offered us "
Lisa 1-night trip
Posted 1 day ago
Pocketbook Hotel and Bath