Find hotels in Pine Plains, NY from ￥11,895

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Dec 10 - Dec 11
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Dec 11 - Dec 12
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Dec 12 - Dec 14
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Our top choices for Pine Plains hotels

Free daily continental breakfast
Inn at Pine Plains

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 ￥38,558
￥43,620 total
includes taxes & fees
Dec 11 - Dec 12
Inn at Pine Plains
Corner Studio | In-room safe, blackout drapes, iron/ironing board, free WiFi
Pocketbook Hotel and Bath

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 ￥36,455
￥48,236 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Pocketbook Hotel and Bath
View from property
Residence Inn by Marriott Kingston

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 ￥17,760
￥19,890 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Residence Inn by Marriott Kingston
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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)
"Great hospitality "
United States
regina maria
The price is ￥16,670
￥18,621 total
includes taxes & fees
Dec 14 - Dec 15
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

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 ￥16,981
￥25,071 total
includes taxes & fees
Dec 15 - Dec 16
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
View from property
Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue
3.5 star property
Kingston
8.8 out of 10, Excellent, (95)
"The staff was lovely, our cabin was clean and surpassed our expectation. Only issue the restaurant was not available, but fortunately the bartender was extremely kind and made us a drink before she closed down! "
United States
Karyn
Hutton Brickyards Riverfront Hotel + Venue
Front of property
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1001)
"Great stay!!"
United States
Anita
The price is ￥17,195
￥19,259 total
includes taxes & fees
Dec 14 - Dec 15
Courtyard by Marriott Kingston
Restaurant
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1002)
"Easy check in, friendly staff. "
United States
Daniel
The price is ￥16,309
￥18,265 total
includes taxes & fees
Dec 14 - Dec 15
Howard Johnson by Wyndham Saugerties
Free daily continental breakfast
Holiday Inn Express & Suites Kingston-Ulster by IHG

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 ￥18,034
￥20,197 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Kingston-Ulster by IHG
Exterior
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

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, (690)
"Clean rooms, very friendly and accommodating staff. Breakfast was very nice. Just overall wonderful hotel"
United States
Gideon
The price is ￥19,785
￥22,161 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is ￥19,785
￥22,099 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Terrace/patio
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center
2.5 star property
Kingston
7.6 out of 10, Good, (1001)
"Nice staff, clean room, breakfast was tasty."
United States
Sarah
The price is ￥15,302
￥17,138 total
includes taxes & fees
Dec 16 - Dec 17
Best Western Plus Kingston Hotel And Conference Center
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires

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 ￥40,506
￥50,466 total
includes taxes & fees
Dec 16 - Dec 17
Prospect Berkshires
In-room safe, desk, laptop workspace, blackout drapes
Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
Kingston
6.2 out of 10, (1001)
"There were bedbugs at this location "
United States
Mariam
The price is ￥12,530
￥14,035 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Super 8 by Wyndham Kingston
Exterior
Quality Inn Hyde Park Poughkeepsie North

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 ￥10,516
￥11,895 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Quality Inn Hyde Park Poughkeepsie North
Reception
Hampton Inn Kingston

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1001)
"Courteous staff, clean room, pleasant atmosphere, convenient location, and good free breakfast."
United States
Karen
The price is ￥17,324
￥19,403 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hampton Inn Kingston
Property entrance
The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn
3.0 star property
Rhinebeck
9.2 out of 10, Wonderful, (114)
"Large clean room. Comfy beds. Great location. Lovely stay!!"
United States
Steven
The Gables of Rhinebeck Inn
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (163)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is ￥25,604
￥29,444 total
includes taxes & fees
Dec 15 - Dec 16
Blackberry River Inn
Deluxe Room, 1 King Bed, Balcony | Premium bedding, pillowtop beds, minibar, in-room safe
Diamond Mills Resort

Diamond Mills Resort

Diamond Mills Resort
3.5 star property
Saugerties
9.4 out of 10, Exceptional, (345)
"Amazing view from the room. We had a great stay. "
United States
Adam
The price is ￥38,523
￥47,069 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Diamond Mills Resort
Hiking
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
4.0 star property
Hudson
8.8 out of 10, Excellent, (545)
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
United States
Carell
The price is ￥32,932
￥37,213 total
includes taxes & fees
Dec 21 - Dec 22
The Wick, Hudson, A Tribute Portfolio Hotel
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

The Stissing Center

You can get tickets for a performance at The Stissing Center on your trip to Pine Plains.
See properties

Stissing Lake Park

Explore the great outdoors at Stissing Lake Park, a lovely green space in Pine Plains.
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

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 2 days ago
Pocketbook Hotel and Bath

More cheap stays in Pine Plains

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

4142 Albany Post Rd Hyde Park NY
The price is ￥10,516 per night from Jan 6 to Jan 7
￥10,516
￥11,895 total
Jan 6 - Jan 7, 2026
includes taxes & fees
8/10 Very Good! (1,002 reviews)

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 Residence Inn by Marriott Kingston and AutoCamp Catskills. 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!: This vacation home near Pine Plains is located on a river and has a fireplace, a barbecue grill, and air-conditioning 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. See more pet-friendly hotel accommodations in Pine Plains.
What are some hotels with pools in Pine Plains?
Hampton Inn Kingston: Offers a snack bar/deli, an indoor pool, and buffet. Best Western Plus Kingston Hotel And Conference Center and Courtyard by Marriott Kingston 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 36 hotels and other accommodations to choose from. Find out more about Pine Plains.
What are the top places to visit in Pine Plains?
Favorite places to visit include The Stissing Center, Stissing Lake Park, and Pine Plains Library. A couple of additional sights to add to your agenda are Thompson Pond and Gallatin Town Hall. 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.

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