A rustic barn surrounded by autumn foliage on a hillside.

Find hotels in Pine Plains, NY from ¥13,393

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Pine Plains hotels

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
The price is ¥43,582
¥49,301 total
includes taxes & fees
Nov 9 - Nov 10
Inn at Pine Plains

2. 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
The price is ¥16,973
¥19,201 total
includes taxes & fees
Nov 15 - Nov 16
Beekman Arms and Delamater Inn

3. 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
The price is ¥17,377
¥19,462 total
includes taxes & fees
Dec 1 - Dec 2
Courtyard by Marriott Kingston

4. 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
The price is ¥26,149
¥29,287 total
includes taxes & fees
Nov 20 - Nov 21
the Alander

5. Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck Village
9.6 out of 10, Exceptional, (378 reviews)
"Beautiful property, relaxing spa, clean, great food. Would stay again!"
United States
Maria
The price is ¥77,497
¥87,668 total
includes taxes & fees
Nov 9 - Nov 10
Mirbeau Inn & Spa

6. 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
The price is ¥17,908
¥20,056 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express & Suites Kingston-Ulster by IHG

7. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (326 reviews)
"Over eight annual visits to this hotel, it has been a wonderful stay each time."
United States
mary
The price is ¥39,572
¥45,507 total
includes taxes & fees
Dec 8 - Dec 9
Interlaken Inn & Resort

8. The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (156 reviews)
"It’s an exceptional place in every aspect. "
United States
William
The price is ¥47,259
¥54,348 total
includes taxes & fees
Nov 23 - Nov 24
The White Hart

9. The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (53 reviews)
"charming cozy stay, staff was awesome!"
United States
Chelsy
The price is ¥39,794
¥45,018 total
includes taxes & fees
Nov 9 - Nov 10
The Millerton Inn

10. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,002 reviews)
"I cannot recommend this hotel enough- from the cleanliness of the rooms, to the comfort of the beds and sitting area couch, to the delicious breakfast each morning. It has everything I needed plus some. And the staff are great!"
United States
Stephanie
The price is ¥19,810
¥22,189 total
includes taxes & fees
Dec 6 - Dec 7
Residence Inn by Marriott Kingston

11. The Harlow House

The Harlow House
2.0 star property
Rhinebeck
8.8 out of 10, Excellent, (23 reviews)
"Great place"
United States
Robert
The price is ¥30,674
¥34,699 total
includes taxes & fees
Nov 9 - Nov 10
The Harlow House

12. 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
The price is ¥18,064
¥20,233 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn Kingston

13. Diamond Mills Resort

Diamond Mills Resort
3.5 star property
Saugerties
9.2 out of 10, Wonderful, (407 reviews)
"We love this day. It was amazing. Everything was clean. The view was beautiful. I would come again."
United States
Shantee
The price is ¥42,067
¥51,078 total
includes taxes & fees
Nov 22 - Nov 23
Diamond Mills Resort

14. 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
The price is ¥11,989
¥13,393 total
includes taxes & fees
Nov 29 - Nov 30
Quality Inn Great Barrington

15. 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
The price is ¥31,696
¥35,500 total
includes taxes & fees
Nov 9 - Nov 10
Changing Times Boutique Country Lodging

16. 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
The price is ¥20,127
¥22,542 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

17. Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (6 reviews)
"Outstanding!!"
United States
Charles
The price is ¥82,687
¥99,878 total
includes taxes & fees
Nov 9 - Nov 10
Troutbeck

18. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (86 reviews)
"the minute we arrived the host was helpful, and very nice. He even asked if we needed dinner reservations. The room was clean and pristine. the breakfast was excellent. the host was very cordial and helpful. would definitely recommend. would definitely stay again if in that area"
United States
kenneth
The price is ¥38,035
¥43,027 total
includes taxes & fees
Nov 9 - Nov 10
Millbrook Country House Bed & Breakfast

19. 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, (821 reviews)
"Nice view and location for fall color."
United States
Md
The price is ¥25,460
¥28,438 total
includes taxes & fees
Nov 12 - Nov 13
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

20. 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, (1,007 reviews)
"fair price for a comfortable, clean, quiet stay."
United States
Frederick
The price is ¥12,010
¥13,587 total
includes taxes & fees
Dec 3 - Dec 4
Quality Inn Hyde Park Poughkeepsie North
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.

Compare top hotels in Pine Plains

3.5 star property
Pine Plains
3.5 star property
Rhinebeck Village
3.0 star property
Kingston
2.5 star property
Copake
4.0 star property
Rhinebeck Village
9.8
Exceptional
318 reviews
8.2
Very good
1,008 reviews
8.8
Excellent
1,002 reviews
9.0
Wonderful
291 reviews
9.6
Exceptional
378 reviews
The price is ¥43,582
¥49,301 total
includes taxes & fees
Nov 9 - Nov 10
The price is ¥16,973
¥19,201 total
includes taxes & fees
Nov 15 - Nov 16
The price is ¥17,377
¥19,462 total
includes taxes & fees
Dec 1 - Dec 2
The price is ¥26,149
¥29,287 total
includes taxes & fees
Nov 20 - Nov 21
The price is ¥77,497
¥87,668 total
includes taxes & fees
Nov 9 - Nov 10
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • Yes, Spa
  • No Pet friendly
  • No WiFi included
  • Yes, Parking

Hotels recommended for families in Pine Plains

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.

A rustic barn surrounded by autumn foliage on a hillside.

Top Pine Plains Hotel Reviews

More cheap stays in Pine Plains

Frequently asked questions

What's the best place for a stay in Pine Plains?
Based on our traveler 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 Beekman Arms and Delamater Inn and Quality Inn Great Barrington. See all available top hotels, or vacation rentals in Pine Plains.
What's the top vacation rental in Pine Plains?
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: Located near Pine Plains, this vacation home rental is located on a river and has a fireplace, a patio, and a barbecue grill 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 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 room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pine Plains.
Where can I learn more about changing or cancelling my trip to Pine Plains?
For more information about updating your trip to Pine Plains or cancelling it, head over to our customer service page.
What's the best pet-friendly accommodation in Pine Plains?
Inn at Pine Plains is a top dog-friendly B&B, and offers pillowtop beds for its human guests. Other good choices for you and your pet include 2 Adjacent Polo Homes w/ Big Yards & Farm Backdrop and Polo Field Farm House. See more pet-friendly hotel accommodations in Pine Plains.
What are some hotels with pools in Pine Plains?
Pocketbook Hotel and Bath: Features a steam room, 3 indoor pools, and spa services. Courtyard by Marriott Kingston and Kingston Regency Inn are two additional hotels that feature an onsite pool. View all hotels with pools in Pine Plains.
What is the best accommodation for staying close to Columbia County Airport (HCC)?
St. Charles Hotel is one of the top choices for your stay and is a popular hotel, featuring free breakfast and free WiFi. It's located 4.8 mi (7.8 km) from Columbia County Airport. Other good options close to the airport include Modern Farmhouse on 80 Acres and The Nest Hudson.
What is staying in Pine Plains like?
Travelers to Pine Plains will find plenty to explore and enjoy. In Pine Plains, there are 33 hotels and other accommodations to choose from. Find out more about Pine Plains.
What are the top places to visit 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 agenda are The Stissing Center and Pine Plains Library. Check out what more to see and do in Expedia's Pine Plains guide.
What's the weather like in Pine Plains?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Pine Plains are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

Explore a world of travel with Expedia