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Check prices for these dates

Next weekend
22 May - 24 May
In two weeks
29 May - 31 May

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Our top choices for Pine Plains hotels

Free daily continental breakfast

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (305 reviews)
"Great stay"
United Kingdom
Katherine
The price is NZ$517
includes taxes & fees
18 May - 19 May
Inn at Pine Plains
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,006 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is NZ$162
includes taxes & fees
25 May - 26 May
Quality Inn Great Barrington
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is NZ$207
includes taxes & fees
19 May - 20 May
Locust Tree Bed and Breakfast LLC
Free daily continental breakfast

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)
"Checkin staff was great , breakfast so so parking was safe"
United States
Alan
The price is NZ$249
includes taxes & fees
31 May - 1 June
Holiday Inn Express & Suites Kingston-Ulster by IHG
1 bedroom, in-room safe, desk, laptop workspace

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, (225 reviews)
"Everything was great we can’t wait to return !"
United States
Diana
The price is NZ$368
includes taxes & fees
19 May - 20 May
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Room, 2 Queen Beds, Non Smoking

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (855 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is NZ$131
includes taxes & fees
19 May - 20 May
Monument Mountain Motel
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (48 reviews)
"Very comfortable bed, that was mostly what I cared about. I got my beauty sleep)"
United States
Maria
The price is NZ$316
includes taxes & fees
20 May - 21 May
Wilder House Berkshires
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (178 reviews)
"Great staff. "
United States
wesley
The price is NZ$273
includes taxes & fees
25 May - 26 May
Blackberry River Inn
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (78 reviews)
"The room was very clean and was cleaned daily, staff was very friendly, breakfast buffet was excellent "
United States
John
The price is NZ$292
includes taxes & fees
19 May - 20 May
Little Cat Lodge
Desk, blackout curtains, iron/ironing board, free WiFi

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (496 reviews)
"Clean room comfortable bed we’ll stay again"
United States
Mina
The price is NZ$198
includes taxes & fees
18 May - 19 May
Red Ranch Motel
Front of property

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
The price is NZ$304
includes taxes & fees
19 May - 20 May
The Harlow House
Exterior

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, (780 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is NZ$372
includes taxes & fees
26 May - 27 May
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (44 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is NZ$264
includes taxes & fees
2 June - 3 June
East Rock Inn
Exterior

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, (765 reviews)
"Above average hotel breakfast. Very clean hotel."
United States
Helen
The price is NZ$237
includes taxes & fees
25 May - 26 May
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Reception

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean, adequate parking, breakfast included, great location."
United States
Stephen
The price is NZ$250
includes taxes & fees
14 June - 15 June
Hampton Inn Kingston
Exterior detail

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (403 reviews)
"Large room,comfortable beds."
United States
Nuala
The price is NZ$220
includes taxes & fees
25 May - 26 May
Rhinebeck Village Inn
Exterior

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (26 reviews)
"Nice staff, great restaurant at the inn. Very cute town. "
United States
Valerie
The price is NZ$457
includes taxes & fees
31 May - 1 June
The Millerton Inn
Free daily continental breakfast

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (161 reviews)
"We stay here frequently…always super clean and the inn keepers are very kind."
United States
Tracy
The price is NZ$417
includes taxes & fees
18 May - 19 May
Cornwall Inn and Lodge
Exterior

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, (1,010 reviews)
"Room was clean, staff was accommodating and very nice. Parking was convenient, I would stay here again."
United States
Dawn
The price is NZ$211
includes taxes & fees
19 May - 20 May
Quality Inn Hyde Park Poughkeepsie North
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is NZ$363
includes taxes & fees
19 May - 20 May
The Berkshire Mountain Inn
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

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.
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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

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston

4/10 Poor
"The hotel a bit seedy. Could use to be updated."
Phyllis 1-night trip
Posted 3 hours ago
Super 8 by Wyndham Kingston

More cheap accommodation in Pine Plains

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
The price is NZ$162 per night from 25 May to 26 May
NZ$162
25 May - 26 May
includes taxes & fees
8.6/10 Excellent! (1,006 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 Best Western Plus Kingston Hotel And Conference Center and Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy. 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?
The Farm at Hyde Park: This holiday home rental outside of Pine Plains is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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?
Courtyard by Marriott Kingston: Offers a snack bar/deli, an indoor pool and free self parking. 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 35 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 Stissing Lake Park, The Stissing Center 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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