Find hotels in Pine Plains, NY from ¥11,491

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 1,528 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (400)
"A positively delightful B&B in a beautiful town. "
The price is ¥15,429
¥17,743 total
includes taxes & fees
Aug 26 - Aug 27
Locust Tree Bed and Breakfast LLC

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1002)
"Great location and close enough to walk to shops and restaurants. "
The price is ¥13,614
¥15,207 total
includes taxes & fees
Sep 7 - Sep 8
Quality Inn

Overlook Hotel

2.0 star property
8.0 out of 10, Very Good, (8)
"设备不齐全"
The price is ¥31,320
¥35,079 total
includes taxes & fees
Aug 27 - Aug 28
Overlook Hotel

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (291)
"Beautiful place. Accomadating staff. A lovely place to stay"
Inn at Pine Plains

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (117)
"Great stay!"
The price is ¥19,093
¥21,385 total
includes taxes & fees
Sep 1 - Sep 2
Micosta Leisure Inn

Postcard Cabins Eastern Catskills

2.0 star property
9.6 out of 10, Exceptional, (63)
"Really beautiful place to enjoy nature with family!!"
The price is ¥24,833
¥32,374 total
includes taxes & fees
Aug 28 - Aug 29
Postcard Cabins Eastern Catskills

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (743)
"A great mom & pop motel. Clean and friendly "
Monument Mountain Motel

Quality Inn Hyde Park Poughkeepsie North

2.5 star property
8.0 out of 10, Very Good, (1005)
"Nice place Good location "
The price is ¥11,770
¥13,315 total
includes taxes & fees
Sep 7 - Sep 8
Quality Inn Hyde Park Poughkeepsie North

the Alander

2.5 star property
9.0 out of 10, Wonderful, (155)
"Loved our stay, staff very attentive and helpful!! "
The price is ¥23,510
¥26,330 total
includes taxes & fees
Aug 26 - Aug 27
the Alander

AutoCamp Catskills

5.0 star property
9.0 out of 10, Wonderful, (413)
"We love our stay"
The price is ¥21,688
¥30,049 total
includes taxes & fees
Sep 4 - Sep 5
AutoCamp Catskills

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (127)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is ¥24,150
¥27,772 total
includes taxes & fees
Sep 2 - Sep 3
Blackberry River Inn

The Nest Hudson

3.5 star property
9.6 out of 10, Exceptional, (200)
"The Nest Hudson is a gem with great amenities and very comfortable bedding. We are riding our bicycles up the state and over to Buffalo, and this place was an oasis that helped us recharge and prep for the next leg of our journey. Food tips: Feast and Floret for an excellent meal and WYLDE Hudson for a morning cafe, both within a short walk. "
The Nest Hudson

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (29)
"Brads and Lara both served a fabulous breakfast. So friendly and welcoming! The bed was very comfortable. Only complaint was that the cabinet, closet door needs to be greased with WD 40 please on the hinges! A terrible & loud screeching noise!"
The price is ¥24,375
¥27,227 total
includes taxes & fees
Sep 9 - Sep 10
Wilder House Berkshires

The Brooks Motel

2.0 star property
7.8 out of 10, Good, (96)
"Basic, clean and good value for the money."
The Brooks Motel

Hampton Inn Kingston

2.5 star property
9.0 out of 10, Wonderful, (1008)
"Service is excellent..Breakfast is very delicious Hotel is very clean "
The price is ¥19,026
¥21,309 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Kingston

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (652)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is ¥18,221
¥20,353 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (732)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
The price is ¥21,012
¥23,470 total
includes taxes & fees
Sep 10 - Sep 11
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Hudson Valley 9w Motel

2.0 star property
8.2 out of 10, Very Good, (63)
"easy check in, great location. perfect for a couple going away overnight just needing a place to crash "
The price is ¥13,959
¥22,981 total
includes taxes & fees
Aug 31 - Sep 1
Hudson Valley 9w Motel

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (30)
"Quit eat and comfortable "
The price is ¥18,853
¥21,058 total
includes taxes & fees
Sep 9 - Sep 10
East Rock Inn

Holiday Inn Express & Suites Kingston-Ulster by IHG

2.5 star property
9.4 out of 10, Exceptional, (966)
"Definitely a decent place to stay "
The price is ¥19,102
¥21,397 total
includes taxes & fees
Sep 7 - Sep 8
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

Top Pine Plains Hotel 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 Best Western Plus Kingston Hotel And Conference Center and Quality Inn Hyde Park Poughkeepsie North. 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?

Best Western Plus Kingston Hotel And Conference Center: Provides a children's pool, an indoor pool, and buffet. Hampton Inn Kingston 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 38 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 Stissing Lake Park, The Stissing Center, 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.