Pine Plains Hotels from S$109

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Tonight
3 Jan - 4 Jan
Tomorrow
4 Jan - 5 Jan
Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan

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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 S$360
includes taxes & fees
5 Jan - 6 Jan
Inn at Pine Plains
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (166)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is S$243
includes taxes & fees
5 Jan - 6 Jan
Blackberry River Inn
Free WiFi, bed sheets
The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay
2.0 star property
Pleasant Valley
9.6 out of 10, Exceptional, (12)
"Basic but a great stay. "
United States
Giles
The Lagrange Inn & Extended Stay
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, (716)
"Nice warm pool and hot tub. Good little fitness center. "
United States
Fawn
The price is S$141
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Egyptian cotton sheets, premium bedding, down duvets, minibar
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (18)
"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 S$405
includes taxes & fees
26 Jan - 27 Jan
Prospect Berkshires
Desk, blackout curtains, iron/ironing board, free WiFi
Red Ranch Motel

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (487)
"Super pleasant stay wonderful staff "
United States
Madeleine
The price is S$133
includes taxes & fees
1 Feb - 2 Feb
Red Ranch Motel
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, (760)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is S$194
includes taxes & fees
19 Jan - 20 Jan
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 S$155
includes taxes & fees
9 Jan - 10 Jan
Locust Tree Bed and Breakfast LLC
Property grounds
Catskill Motor Court Motel

Catskill Motor Court Motel

Catskill Motor Court Motel
2.5 star property
Catskill
5.8 out of 10, (124)
"."
United States
Jennifer
The price is S$150
includes taxes & fees
6 Jan - 7 Jan
Catskill Motor Court Motel
Lobby sitting area
The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn
2.0 star property
Kent
10.0 out of 10, Exceptional, (2)
"Beautiful property, well maintained and near town for restaurants, galleries, etc."
United States
Steven
The price is S$405
includes taxes & fees
2 Feb - 3 Feb
The Kent Collection - The Firefly Inn
Porch
Four Seasons Motel

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.2 out of 10, Very good, (204)
"Very clean and nice staff. Convenient and I would return. "
United States
Pettus
The price is S$139
includes taxes & fees
14 Jan - 15 Jan
Four Seasons Motel
Porch
Interlaken Inn & Resort

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (275)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is S$238
includes taxes & fees
7 Jan - 8 Jan
Interlaken Inn & Resort
American cuisine
the Alander

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (194)
"Nice room and reasonable prices! Will recommend."
United States
Jianyang
The price is S$202
includes taxes & fees
5 Jan - 6 Jan
the Alander
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, (1003)
"Great room, friendly staff "
United States
Jamila
The price is S$176
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express & Suites Kingston-Ulster by IHG
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, (1005)
"Simple and straightforward hotel experience. Just needed a clean, dry place to stay and the hotel accomplished this just fine."
United States
Nikki
The price is S$109
includes taxes & fees
19 Jan - 20 Jan
Quality Inn Great Barrington
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, (118)
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
The price is S$208
includes taxes & fees
7 Jan - 8 Jan
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is S$313
includes taxes & fees
6 Jan - 7 Jan
Cornwall Inn and Lodge
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (813)
"Room was very well designed and clean. The woman who worked at the desk was wonderful!"
United States
Cynthia
Monument Mountain Motel
Private kitchen
East Rock Inn

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (37)
"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is S$160
includes taxes & fees
20 Jan - 21 Jan
East Rock Inn
Front of property
Hitching Post Country Motel

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (81)
"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is S$192
includes taxes & fees
4 Jan - 5 Jan
Hitching Post Country Motel
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

This restored historic venue hosts diverse performances from music to theatre in Pine Plains, New York. Immerse yourself in intimate cultural experiences where historic charm meets modern artistic expression.
See properties

Stissing Lake Park

Stissing Lake Park offers a serene lakeside escape with clear waters perfect for swimming and fishing. Families gather at picnic areas surrounded by natural beauty, creating a peaceful retreat from everyday life.
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

Hotel Kinsley

Hotel Kinsley

10/10 Excellent
"Spotless room. See quiet."
Andrew 1-night trip
Posted 2 days ago
Hotel Kinsley

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 S$111 per night from 13 Jan to 14 Jan
S$111
13 Jan - 14 Jan
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 Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy. See all available top hotels, or 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: Features 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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