Find hotels in Pine Plains, NY from ฿3,085
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Pine Plains
Family friendly
Check prices for these dates
Our top choices for Pine Plains hotels
Inn at Pine Plains
Inn at Pine PlainsPine Plains
9.8 out of 10, Exceptional, (306 reviews)
"Great stay"
Katherine
The price is ฿8,985
฿10,164 total
includes taxes & fees
24 May - 25 May
Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
8.6 out of 10, Excellent, (1,002 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
Braynd
The price is ฿2,762
฿3,085 total
includes taxes & fees
27 May - 28 May
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (766 reviews)
"Above average hotel breakfast. Very clean hotel."
Helen
The price is ฿4,051
฿4,525 total
includes taxes & fees
1 Jun - 2 Jun
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott BonvoyCatskill
9.6 out of 10, Exceptional, (232 reviews)
"Really great location and near great area."
Sherwin
The price is ฿5,848
฿7,727 total
includes taxes & fees
3 Jun - 4 Jun
Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (49 reviews)
"the breakfast is from heaven. the house is beautiful. love the stay."
Catherine
The price is ฿6,298
฿7,035 total
includes taxes & fees
27 May - 28 May
Blackberry River Inn
Blackberry River InnNorfolk
9.4 out of 10, Exceptional, (182 reviews)
"Breakfast was great"
Archna
The price is ฿5,087
฿5,850 total
includes taxes & fees
25 May - 26 May
Little Cat Lodge
Little Cat LodgeCopake Falls
9.6 out of 10, Exceptional, (78 reviews)
"The room was very clean and was cleaned daily, staff was very friendly, breakfast buffet was excellent "
John
The price is ฿4,969
฿5,566 total
includes taxes & fees
27 May - 28 May
Hampton Inn Kingston
Hampton Inn KingstonKingston
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean, adequate parking, breakfast included, great location."
Stephen
The price is ฿4,415
฿4,945 total
includes taxes & fees
7 Jun - 8 Jun
Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (856 reviews)
"Very clean and cozy in a great location! "
Lidia
The price is ฿2,235
฿2,496 total
includes taxes & fees
28 May - 29 May
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (781 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
Helena
The price is ฿5,792
฿6,470 total
includes taxes & fees
4 Jun - 5 Jun
Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
Debra
The price is ฿3,430
฿3,945 total
includes taxes & fees
24 May - 25 May
AutoCamp Catskills
AutoCamp CatskillsSaugerties
9.0 out of 10, Wonderful, (505 reviews)
"Great stay"
Hitesh
The price is ฿5,521
฿7,465 total
includes taxes & fees
11 Jun - 12 Jun
Holiday Inn Express & Suites Kingston-Ulster by IHG
Holiday Inn Express & Suites Kingston-Ulster by IHGLake Katrine
9.4 out of 10, Exceptional, (1,002 reviews)
"Front desk and whole staff are friendly and accommodating."
Jaira
The price is ฿4,247
฿4,757 total
includes taxes & fees
14 Jun - 15 Jun
Howard Hotel
Howard HotelHudson
9.8 out of 10, Exceptional, (144 reviews)
"Clean room, AC ok."
Rhea
The price is ฿4,460
฿5,040 total
includes taxes & fees
2 Jun - 3 Jun
The Brooks Motel
The Brooks MotelHillsdale
7.4 out of 10, Good, (136 reviews)
"Room was clean"
Patrick
The price is ฿4,234
฿4,742 total
includes taxes & fees
25 May - 26 May
The Millerton Inn
The Millerton InnMillerton
8.4 out of 10, Very good, (26 reviews)
"Nice staff, great restaurant at the inn. Very cute town. "
Valerie
The price is ฿8,204
฿9,280 total
includes taxes & fees
24 May - 25 May
The Harlow House
The Harlow HouseRhinebeck
The price is ฿6,364
฿7,200 total
includes taxes & fees
26 May - 27 May
Red Ranch Motel
Red Ranch MotelCatskill
7.4 out of 10, Good, (497 reviews)
"Clean room comfortable bed we’ll stay again"
Mina
The price is ฿4,199
฿4,535 total
includes taxes & fees
25 May - 26 May
East Rock Inn
East Rock InnGreat Barrington
9.4 out of 10, Exceptional, (45 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
Laura
The price is ฿4,776
฿5,335 total
includes taxes & fees
21 Jun - 22 Jun
Beekman Arms and Delamater Inn
Beekman Arms and Delamater InnRhinebeck Village
8.4 out of 10, Very good, (885 reviews)
"A very charming, historic inn in wonderful Rhinebeck. It was our first time to the town and loved it. The on-site tavern was also perfect for a meal and drink. Would definitely stay here again."
Christopher
The price is ฿7,108
฿8,040 total
includes taxes & fees
26 May - 27 May
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.
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular Pine Plains attractions
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.
More cheap stays in Pine Plains
Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is ฿2,762 per night from 27 May to 28 May
฿2,762
฿3,085 total
27 May - 28 May
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
