A rustic barn surrounded by autumn foliage on a hillside.

Pine Plains hotels from HK$814

  • 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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

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 HK$2,157
HK$2,440 total
includes taxes & fees
5 Jul - 6 Jul
Inn at Pine Plains

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,001 reviews)
"It was great will definitely be back!!"
United States
Latisha
The price is HK$1,090
HK$1,221 total
includes taxes & fees
12 Jul - 13 Jul
Courtyard by Marriott Kingston

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 HK$1,221
HK$1,404 total
includes taxes & fees
5 Jul - 6 Jul
Blackberry River Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is HK$887
HK$990 total
includes taxes & fees
2 Aug - 3 Aug
Quality Inn Great Barrington

Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is HK$1,380
HK$1,546 total
includes taxes & fees
9 Jul - 10 Jul
Gatherwild Ranch

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (91 reviews)
"Excellent lodge, recommend."
United States
Jason
The price is HK$1,193
HK$1,336 total
includes taxes & fees
7 Jul - 8 Jul
Little Cat Lodge

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 HK$1,294
HK$1,446 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (876 reviews)
The price is HK$872
HK$974 total
includes taxes & fees
6 Jul - 7 Jul
Monument Mountain Motel

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.2 out of 10, Very good, (914 reviews)
"Great place to stay - we stayed in one of the motel style rooms and it was large, clean, and perfect for our needs. Definitely recommend the onsite tavern from the 1700s."
United States
Amber
The price is HK$1,557
HK$1,762 total
includes taxes & fees
5 Jul - 6 Jul
Beekman Arms and Delamater Inn

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 HK$1,361
HK$1,520 total
includes taxes & fees
7 Jul - 8 Jul
Wilder House Berkshires

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,002 reviews)
"Always a great stay at this hotel!"
United States
William
The price is HK$1,147
HK$1,285 total
includes taxes & fees
12 Jul - 13 Jul
Hampton Inn Kingston

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 HK$1,404
HK$1,855 total
includes taxes & fees
3 Aug - 4 Aug
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
Kingston
6.2 out of 10, (1,012 reviews)
"Room was very clean and comfortable."
United States
Jose
The price is HK$727
HK$814 total
includes taxes & fees
5 Jul - 6 Jul
Super 8 by Wyndham Kingston

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.6 out of 10, Excellent, (31 reviews)
"We had a beautiful experience, staff was very accommodating."
United States
Bernadette
The price is HK$1,969
HK$2,228 total
includes taxes & fees
6 Jul - 7 Jul
The Millerton Inn

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (165 reviews)
"A charming stopover on our weekend travels. Small, quiet and lovely. Nice conversation with the host over breakfast too."
United States
Janice
The price is HK$1,705
HK$1,960 total
includes taxes & fees
6 Jul - 7 Jul
Cornwall Inn and Lodge

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 HK$823
HK$947 total
includes taxes & fees
7 Jul - 8 Jul
Locust Tree Bed and Breakfast LLC

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 HK$1,059
HK$1,186 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express & Suites Kingston-Ulster by IHG

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, (1,008 reviews)
"Clean room, breakfast, easy access, parking"
United States
Diane
The price is HK$812
HK$919 total
includes taxes & fees
19 Jul - 20 Jul
Quality Inn Hyde Park Poughkeepsie North

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 HK$1,020
HK$1,172 total
includes taxes & fees
6 Jul - 7 Jul
Hitching Post Country Motel

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, (790 reviews)
"Dawn was super helpful in getting us checked in."
United States
Kristen
The price is HK$1,660
HK$1,854 total
includes taxes & fees
14 Jul - 15 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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

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

Hotels in Pine Plains with star-rating

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 Best Western Plus Kingston Hotel And Conference Center 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: Provides free self parking, an indoor pool and complimentary wireless Internet access. 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 Pine Plains Library 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.

Explore a world of travel with Expedia