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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, (303)
"Great stay"
United Kingdom
Katherine
The price is NZ$483
includes taxes & fees
4 Jan - 5 Jan 2026
Inn at Pine Plains
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, (714)
"We stay here every year and it never disappoints "
United States
Elizabeth
The price is NZ$189
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Premium bedding, down duvets, Tempur-Pedic beds, in-room safe
AutoCamp Catskills

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (443)
"Great location. Amazing views. "
United States
Sarig
The price is NZ$362
includes taxes & fees
21 Jan - 22 Jan 2026
AutoCamp Catskills
Reception
Hampton Inn Kingston

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1000)
"The hotel is great and great location. "
United States
Thomas
The price is NZ$220
includes taxes & fees
28 Jan - 29 Jan 2026
Hampton Inn 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)
"Comfortable hotel and staff very welcoming "
United States
Sunil
The price is NZ$149
includes taxes & fees
15 Jan - 16 Jan 2026
Quality Inn Hyde Park Poughkeepsie North
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, (804)
"Staff was very kind and courteous "
United States
Natasha
The price is NZ$220
includes taxes & fees
19 Jan - 20 Jan 2026
Residence Inn by Marriott Kingston
Lobby
Quality Inn Great Barrington

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1001)
"My go to place for my ski weekends"
United States
Ryan
The price is NZ$145
includes taxes & fees
26 Jan - 27 Jan 2026
Quality Inn Great Barrington
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, (1002)
"Great stay!!"
United States
Anita
The price is NZ$228
includes taxes & fees
18 Jan - 19 Jan 2026
Courtyard by Marriott Kingston
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, (759)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is NZ$260
includes taxes & fees
27 Jan - 28 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Terrace/patio
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is NZ$208
includes taxes & fees
1 Jan - 2 Jan 2026
Locust Tree Bed and Breakfast LLC
Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (811)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
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, (1001)
"Great room, friendly staff "
United States
Jamila
The price is NZ$236
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express & Suites Kingston-Ulster by IHG
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, (1006)
"Free coffee and tea in the lobby would be great "
United States
Danny
The price is NZ$204
includes taxes & fees
26 Jan - 27 Jan 2026
Best Western Plus Kingston Hotel And Conference Center
Front of property
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.4 out of 10, Very good, (813)
"Beautiful and convenient place. Love and will stay again"
United States
Elaine
The price is NZ$194
includes taxes & fees
1 Jan - 2 Jan 2026
Beekman Arms and Delamater Inn
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, (1001)
"Easy check in, friendly staff. "
United States
Daniel
The price is NZ$238
includes taxes & fees
25 Jan - 26 Jan 2026
Howard Johnson by Wyndham Saugerties
American cuisine
the Alander

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (193)
"The Alander was a great find! Clean, cozy and super comfortable beds. We loved the complimentary local tea, yogurt and granola. I especially appreciated the maps with local places to explore and the host’s suggestions for activities. I hope I will be able to return in the summer to enjoy the outdoor spaces and the fire pit. Thank you for a great stay!"
United States
Devorah
The price is NZ$270
includes taxes & fees
6 Jan - 7 Jan 2026
the Alander
Standard Cabin, 1 Queen Bed | 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, (117)
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
The price is NZ$278
includes taxes & fees
13 Jan - 14 Jan 2026
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Corner Studio
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.0 out of 10, Very good, (12)
"lovely place!"
United States
Samyuktha
The price is NZ$455
includes taxes & fees
20 Jan - 21 Jan 2026
Pocketbook Hotel and Bath
In-room safe, desk, laptop workspace, blackout curtains
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, (1004)
"Wonderful and friendly staff!"
United States
Ashley
The price is NZ$161
includes taxes & fees
4 Jan - 5 Jan 2026
Super 8 by Wyndham Kingston
Premium bedding, memory-foam beds, individually decorated
Nautical Nest

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.6 out of 10, Exceptional, (127)
"Very cute, great location in town, nice and quiet"
United States
Michael
The price is NZ$237
includes taxes & fees
7 Jan - 8 Jan 2026
Nautical Nest
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 make plans for a show at The Stissing Center during 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

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent
"everything "
Nadyra 1-night trip
Posted 2 days ago
Best Western Plus Kingston Hotel And Conference Center

More cheap accommodation 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 NZ$149 per night from 15 Jan to 16 Jan
NZ$149
15 Jan - 16 Jan 2026
includes taxes & fees
8/10 Very Good! (1,003 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 Residence Inn by Marriott Kingston 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!: This holiday home rental outside of Pine Plains is located on a river, and has a fireplace, a BBQ 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 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?
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 with an on-site pool. 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 32 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 The Stissing Center, Stissing Lake Park 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.

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