A rustic barn surrounded by autumn foliage on a hillside.

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Our top choices for Pine Plains hotels

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (307 reviews)
"Great stay"
United Kingdom
Katherine
The price is NZ$497
includes taxes & fees
5 July - 6 July
Inn at Pine Plains

Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
9.8 out of 10, Exceptional, (10 reviews)
"Hotel reopened two days prior to our stay. Barry, the property owner, greeted us upon our arrival and explained that there was everything we may need in the lobby: coffee, tea, water, snacks etc. Our room and king sized bed was very comfortable. Loved the bathroom with free standing soaking tub. The view of the Hudson River from our balcony was spectacular. Wish we had a clearer night to see sunset over the Hudson. We would definitely stay there again and would highly recommend to friends and...
United States
Diane
The price is NZ$359
includes taxes & fees
14 July - 15 July
Rhinecliff Hotel

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (427 reviews)
"Below average B&B"
United States
Larry
The price is NZ$213
includes taxes & fees
6 July - 7 July
Locust Tree Bed and Breakfast LLC

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
10.0 out of 10, Exceptional, (6 reviews)
"Carrie the owner was a star 10 out of 10. the property, the house and the suite were amazing, beautiful and the surrounding woods so tranquil. already looking forward to coming back for another stay."
United States
Robert
The price is NZ$367
includes taxes & fees
5 July - 6 July
The Harlow House

Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is NZ$347
includes taxes & fees
9 July - 10 July
Gatherwild Ranch

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (56 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is NZ$324
includes taxes & fees
13 July - 14 July
Wilder House Berkshires

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (253 reviews)
"Really great location and near great area."
United States
Sherwin
The price is NZ$455
includes taxes & fees
20 July - 21 July
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is NZ$222
includes taxes & fees
2 Aug - 3 Aug
Quality Inn Great Barrington

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (190 reviews)
"beautiful inn"
United States
Maura
The price is NZ$276
includes taxes & fees
5 July - 6 July
Blackberry River Inn

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, (782 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is NZ$311
includes taxes & fees
27 July - 28 July
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (158 reviews)
"Great location, spacious rooms, comfortable and well decorated"
United States
Jack
The price is NZ$242
includes taxes & fees
29 July - 30 July
Howard Hotel

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (90 reviews)
"Excellent lodge, recommend."
United States
Jason
The price is NZ$300
includes taxes & fees
6 July - 7 July
Little Cat Lodge

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.4 out of 10, Good, (1,000 reviews)
"Rooms were clean property was dated."
United States
Carl
The price is NZ$247
includes taxes & fees
19 July - 20 July
Howard Johnson by Wyndham Saugerties

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.6 out of 10, Excellent, (52 reviews)
"Beautiful property and rooms great bar and restaurant "
United States
ANDREW
The price is NZ$473
includes taxes & fees
26 July - 27 July
Pocketbook Hotel and Bath

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (239 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 NZ$335
includes taxes & fees
7 July - 8 July
the Alander

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (876 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is NZ$219
includes taxes & fees
8 July - 9 July
Monument Mountain Motel

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (49 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is NZ$285
includes taxes & fees
16 July - 17 July
East Rock Inn

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (520 reviews)
"This is our 3rd time staying and LOVED"
United States
meijun
The price is NZ$399
includes taxes & fees
9 July - 10 July
AutoCamp Catskills

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (92 reviews)
"A little dated but clean. A room for the night for when I race at lime rock"
United States
William
The price is NZ$263
includes taxes & fees
13 July - 14 July
Hitching Post Country Motel

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)
"We had to have a late check in and they accommodated us and were so friendly. The staff was amazing!!"
United States
Nancy
The price is NZ$266
includes taxes & fees
19 July - 20 July
Holiday Inn Express & Suites Kingston-Ulster by IHG
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

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.

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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 Quality Inn Great Barrington and AutoCamp Catskills. See all available top hotels, or vacation rentals in Pine Plains.
What are some of the best holiday rentals that Pine Plains has to offer?
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This holiday home rental outside of Pine Plains is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. See all 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?
Best Western Plus Kingston Hotel And Conference Center: Offers free self parking, an indoor pool and complimentary wireless Internet access. Another option with an on-site pool is Courtyard by Marriott Kingston. 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?
The picturesque setting of Thompson Pond and Stissing Lake Park exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are The Stissing Center and Pine Plains Library. 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.

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