Find hotels in Pine Plains, NY from ฿3,237

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Check prices for these dates

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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Our top choices for Pine Plains hotels

Free daily continental breakfast

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (306 reviews)
"Charming and excellent service. "
United States
Whitley
The price is ฿8,955
฿10,130 total
includes taxes & fees
31 May - 1 Jun
Inn at Pine Plains
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great 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 "
United States
Braynd
The price is ฿2,898
฿3,237 total
includes taxes & fees
31 May - 1 Jun
Quality Inn Great Barrington
Free daily continental breakfast

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, (1,001 reviews)
"Front desk and whole staff are friendly and accommodating."
United States
Jaira
The price is ฿4,233
฿4,741 total
includes taxes & fees
14 Jun - 15 Jun
Holiday Inn Express & Suites Kingston-Ulster 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, (236 reviews)
"Really great location and near great area."
United States
Sherwin
The price is ฿5,829
฿7,702 total
includes taxes & fees
10 Jun - 11 Jun
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (857 reviews)
"This is a great choice for folks traveling on a budget. Clean rooms, friendly owners, and nice retro vibe. Will be staying here again on my trips through the Berkshires."
United States
Mark
The price is ฿2,506
฿2,799 total
includes taxes & fees
2 Jun - 3 Jun
Monument Mountain Motel
Reception

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean, adequate parking, breakfast included, great location."
United States
Stephen
The price is ฿4,401
฿4,929 total
includes taxes & fees
14 Jun - 15 Jun
Hampton Inn Kingston
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (183 reviews)
"beautiful inn"
United States
Maura
The price is ฿5,070
฿5,830 total
includes taxes & fees
31 May - 1 Jun
Blackberry River Inn
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Great Place!!!"
United States
page
The price is ฿3,419
฿3,932 total
includes taxes & fees
4 Jun - 5 Jun
Locust Tree Bed and Breakfast LLC
Exterior

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (781 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is ฿5,785
฿6,461 total
includes taxes & fees
4 Jun - 5 Jun
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake 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 "
United States
John
The price is ฿4,953
฿5,547 total
includes taxes & fees
1 Jun - 2 Jun
Little Cat Lodge
Front of property

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
10.0 out of 10, Exceptional, (1 review)
"Loved this house and the quiet respite in the woods. It is a bit far from the village, but so lovely. Spacious suites are comfortable and bathroom is beautiful. The bed was wonderful. The staff was kind and gracious. Will visit again!"
United States
Andrea
The price is ฿7,612
฿8,611 total
includes taxes & fees
1 Jun - 2 Jun
The Harlow House
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (50 reviews)
"the breakfast is from heaven. the house is beautiful. love the stay."
United States
Catherine
The price is ฿6,277
฿7,012 total
includes taxes & fees
31 May - 1 Jun
Wilder House Berkshires
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, (766 reviews)
"Above average hotel breakfast. Very clean hotel."
United States
Helen
The price is ฿4,428
฿4,946 total
includes taxes & fees
9 Jun - 10 Jun
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Signature Apartment | Private kitchen | Fridge, espresso maker, coffee/tea maker, electric kettle

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (145 reviews)
"Clean room, AC ok."
United States
Rhea
The price is ฿4,445
฿5,023 total
includes taxes & fees
10 Jun - 11 Jun
Howard Hotel
Free WiFi, bed sheets

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.8 out of 10, (87 reviews)
"A little dated but clean. A room for the night for when I race at lime rock"
United States
William
The price is ฿4,233
฿4,868 total
includes taxes & fees
30 May - 31 May
Hitching Post Country Motel
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (225 reviews)
"It’s a wonderful place to rest for a while. it has all you need, everything it’s in good conditions also it’s near of many activities like hiking."
United States
Daniel
The price is ฿4,559
฿5,106 total
includes taxes & fees
31 May - 1 Jun
the Alander
In-room safe, desk, laptop workspace, blackout curtains

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
Kingston
6.2 out of 10, (1,000 reviews)
"Room was very clean and comfortable."
United States
Jose
The price is ฿3,017
฿3,379 total
includes taxes & fees
9 Jun - 10 Jun
Super 8 by Wyndham Kingston
Reception

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (509 reviews)
"Was really nice and amazing experience also near the things we wanted to see."
United States
Elmer
The price is ฿5,438
฿7,367 total
includes taxes & fees
4 Jun - 5 Jun
AutoCamp Catskills
Indoor pool

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1,000 reviews)
"Trucker hotel. But not bad."
United States
Justin
The price is ฿3,842
฿4,303 total
includes taxes & fees
31 May - 1 Jun
Howard Johnson by Wyndham Saugerties
Terrace/patio

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,000 reviews)
"It was great will definitely be back!!"
United States
Latisha
The price is ฿4,201
฿4,705 total
includes taxes & fees
31 May - 1 Jun
Courtyard by Marriott Kingston
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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Stay near popular Pine Plains attractions

Stissing Lake Park

Stissing Lake Park offers a serene lakeside escape with clear waters perfect for swimming and fishing. Families gather at picnic areas surrounded by natural beauty, creating a peaceful retreat from everyday life.
See properties

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
Sharon Ct, USA Fall foliage and autumn colors.

Top Pine Plains Hotel Reviews

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

4/10 Poor
"Breakfast was cold and tasted old, they used to have free breakfast now you have to $15 extra plus kid $10 Pool didn’t work Rooms were back dated and not that clean No bathroom ventilation"
jinnatun 2-night trip
Posted 21 hours ago
Best Western Plus Kingston Hotel And Conference Center

More cheap stays in Pine Plains

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
The price is ฿2,898 per night from 31 May to 1 Jun
฿2,898
฿3,237 total
31 May - 1 Jun
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)

Frequently asked questions

What's the best place for a stay in Pine Plains?
Based on our traveller data, Inn at Pine Plains is one of the top choices for your stay. This B&B offers free breakfast and free parking. Two other choices for your trip to the area are Best Western Plus Kingston Hotel And Conference Center and Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy. See all available top hotels, or vacation rentals in Pine Plains.
If I need to cancel my hotel reservation in Pine Plains, will I receive a refund?
Yes! Most hotel room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Pine Plains.
What's the best dog-friendly hotel in Pine Plains?
Inn at Pine Plains is a top dog-friendly B&B and offers pillowtop beds for its human guests. See more pet-friendly hotel accommodations in Pine Plains.
What are some hotels with pools in Pine Plains?
Courtyard by Marriott Kingston: Offers a snack bar/deli, an indoor pool and free self parking. View all hotels with pools in Pine Plains.
What is staying in Pine Plains like?
Travellers to Pine Plains will find plenty to explore and enjoy. In Pine Plains, there are 34 hotels and other accommodation options to choose from. Find out more about Pine Plains.
What should I see while I'm in Pine Plains?
Favourite places to visit include Stissing Lake Park, The Stissing Center and Pine Plains Library. A couple of additional sights to add to your itinerary are Thompson Pond and Gallatin Town Hall. Take a look at what more there is to see and do in Expedia's Pine Plains guide.
What's the seasonal weather like in Pine Plains?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Pine Plains are January, February, March and April, with each month seeing an average of 17 cm of snowfall.