𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Pine Plains (2026)

A rustic barn surrounded by autumn foliage on a hillside.

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Go beyond your typical stay in Pine Plains

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Our top choices for Pine Plains hotels

Hotel

Breakfast included

Reserve now, pay later

Motel

Bed & breakfast

1 bedroom, premium bedding, down duvets, pillow-top beds

1. Inn at Pine Plains

Pine Plains

Katherine

S$397

includes taxes & fees

19 Aug - 20 Aug

2. St. Charles Hotel

Hudson

Lennette

S$274

includes taxes & fees

24 Aug - 25 Aug

3. Gatherwild Ranch

Germantown

S$305

includes taxes & fees

26 Aug - 27 Aug

4. Jenny's Country Manor

Red Hook

Urszula

S$202

includes taxes & fees

23 Aug - 24 Aug

Minibar, iron/ironing board, free WiFi, bed sheets

5. the Alander

Copake

Jerry

S$243

includes taxes & fees

20 Aug - 21 Aug

6. The Harlow House

Rhinebeck

Lauren

S$302

includes taxes & fees

26 Aug - 27 Aug

7. Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

Mark

S$199

includes taxes & fees

23 Aug - 24 Aug

Desk, blackout curtains, iron/ironing board, free WiFi

8. Courtyard by Marriott Kingston

Kingston

Thuy

S$169

includes taxes & fees

23 Aug - 24 Aug

Premium bedding, desk, laptop workspace, blackout curtains

36-inch flat-screen TV with digital channels, TV, DVD player

9. Changing Times Boutique Country Lodging

Craryville

Allyson

S$286

includes taxes & fees

19 Aug - 20 Aug

Iron/ironing board (on request), free WiFi

10. The Millerton Inn

Millerton

Bernadette

S$363

includes taxes & fees

19 Aug - 20 Aug

11. Beekman Arms and Delamater Inn

Rhinebeck Village

Marisa

S$246

includes taxes & fees

20 Aug - 21 Aug

12. Residence Inn by Marriott Kingston

Kingston

Ali

S$193

includes taxes & fees

23 Aug - 24 Aug

13. Hampton Inn Kingston

Kingston

Brenda J

S$192

includes taxes & fees

13 Sept - 14 Sept

14. Locust Tree Bed and Breakfast LLC

East Canaan

Kay

S$154

includes taxes & fees

19 Aug - 20 Aug

1 bedroom, premium bedding, pillow-top beds, desk

15. Quality Inn Great Barrington

Great Barrington

Lynn

S$132

includes taxes & fees

17 Sept - 18 Sept

Desk, blackout curtains, iron/ironing board, individually furnished

16. Rhinebeck Village Inn

Rhinebeck Village

Rachel

S$172

includes taxes & fees

30 Aug - 31 Aug

Desk, laptop workspace, blackout curtains

17. Rhinecliff Hotel

Rhinecliff

RONDA

S$266

includes taxes & fees

2 Sept - 3 Sept

Premium bedding, in-room safe, desk, soundproofing

18. Interlaken Inn & Resort

Lakeville

Stacie

S$356

includes taxes & fees

30 Aug - 31 Aug

Desk, soundproofing, iron/ironing board, cots/infant beds

19. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Joshua

S$121

includes taxes & fees

7 Sept - 8 Sept

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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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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.

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Thompson Pond

8.0/10 (1 review)

This 15,000-year-old glacial kettle pond offers a peaceful 2.7-mile trail through diverse ecosystems. Bring binoculars to spot some of the 160 bird species that inhabit this National Natural Landmark.

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Gallatin Town Hall

Gallatin Town Hall serves as the administrative heart of the community, hosting public meetings and town services. Monthly board meetings are held on the third Tuesday at 6:30 PM.

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Pine Plains Library

This welcoming community library offers diverse programmes and a rich collection. Enjoy comfortable reading areas and free Wi-Fi while exploring local history resources with help from knowledgeable staff.

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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.

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Top Pine Plains Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent

"Everything was pretty good.. howe"

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Beautiful place"

Beekman Arms and Delamater Inn

8/10 Good

"The Beekman Arms is a beautiful, historic hotel, and there is much to like about it. However, be warned: There is no elevator, and in its several buildings, the stairs are steep. Also be warned: the complementary breakfast is served in only one of the buildings (not the main one), and a walk of a block or two, depending on where you are staying, may be necessary, at times in the rain. On our second day there, the breakfast was disappointing, with the variety of breads and pastries present on our first day replaced by only one kind of bread and a soft roll. There were also no herbal teas available and only one variety of instant oatmeal. Our room on the second floor of the main house was charming but tiny, taken up mostly by a four-poster bed that, for my wife, was about chest high. The stool provided to enable her to get into it was helpful, but some might be put off. The huge, thick mattress was, however, quite comfortable. We got an unusually good rate on the room, due (according to the hotel) to the 250th anniversary year of the U.S. I would say it is questionable whether, with all its quirks and the tiny room, our stay would have been worth the higher, usual rate. But it was interesting to stay at an historic site decorated with authentic memorabilia of its illustrious past."

Howard Johnson by Wyndham Saugerties

8/10 Good

"The staff was friendly and professional. The free parking was a plus. Access to key area roads was great. My room was clean and the bed was comfortable."

Quality Inn Great Barrington

10/10 Excellent

"Very comfortable beds! Quiet and room darkening shades. Easy walk into the center of town."

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

8/10 Good

"Much better than expected for location and ratings shown when I booked."

Residence Inn by Marriott Kingston

8/10 Good

"Expensive"

Super 8 by Wyndham Kingston

10/10 Excellent

"Very good"

Hampton Inn Kingston

8/10 Good

"The property was well-maintained. The pool was wonderful. The breakfast was good and so convenient when you are traveling for the day. My only criticism would be that there was no exhaust fan in the bathroom."