𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Pine Plains from RM334 (2026) - Fully Refundable Options

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

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

A cozy living room with a dark blue sofa, patterned armchair, and a wooden fireplace.

A neatly made bed with white and brown pillows, two bedside lamps, and framed pictures on the wall.

A room with two yellow armchairs, a small table with a lamp, a framed painting on the wall, and a window with curtains.

1. Inn at Pine Plains

Pine Plains

teresina

RM1,124

RM1,271 total

includes taxes & fees

12 Oct - 13 Oct

An outdoor patio with a fire pit, seating, and umbrellas.

A bedroom with a bed, a sofa, a wooden bench, a window, and a door.

A long dining table set with multiple wine glasses, water glasses, and folded white napkins.

A two-story building with a balcony, outdoor seating area with umbrellas, and potted plants.

2. The Millerton Inn

Millerton

Chelsy

RM1,026

RM1,161 total

includes taxes & fees

13 Oct - 14 Oct

A historic white building with a porch, American flags, and a sign for Beekman Arms Inn.

A covered outdoor dining area with tables set for two, featuring white tablecloths and black metal chairs.

A wooden interior with a barrel and a wine rack.

A bar area with a variety of liquor bottles, a menu board, and a rustic wooden backdrop.

3. Beekman Arms and Delamater Inn

Rhinebeck Village

Victoria and Scott

RM549

RM621 total

includes taxes & fees

27 Oct - 28 Oct

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

A dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.

A dog standing at a door entrance with a wooden floor and a mat with paw prints.

A bar area with a green counter, two pendant lights, and shelves stocked with bottles.

4. the Alander

Copake

Thomas

RM590

RM661 total

includes taxes & fees

13 Oct - 14 Oct

A spacious lobby with a fireplace, comfortable seating, and large windows.

An outdoor patio with a fire pit, wicker furniture, and a red building in the background.

A breakfast buffet setup with a variety of food items, including bread, cereal, and fruits, in a modern hotel dining area with striped chairs and a large window.

A multi-story hotel with a well-lit entrance, a flag, and a sign indicating it is a Marriott Residence Inn.

5. Residence Inn by Marriott Kingston

Kingston

Lamisa

RM584

RM654 total

includes taxes & fees

1 Nov - 2 Nov

A wooden deck with a swing chair and a bench overlooking a lake.

A tented area with lush greenery and a dining setup.

A modern hotel room with a bed, sofa, leather chair, and a small table.

A modern bar area with a counter, bar stools, and a variety of bottles.

6. Interlaken Inn & Resort

Lakeville

Stacie

RM879

RM1,011 total

includes taxes & fees

26 Oct - 27 Oct

A vintage black car parked on a road with a white fence and trees in the background.

A bedroom with two single beds, a nightstand with a lamp, a wooden chair, a door, and a wall-mounted light fixture.

A dining area with wooden chairs and tables, a central wooden display cabinet with glass doors, and a green-lit wall lamp.

A living room with a fireplace, a sofa, a chair, and a coffee table.

7. Jenny's Country Manor

Red Hook

amanda

RM572

RM647 total

includes taxes & fees

8 Oct - 9 Oct

A hotel room with two beds, a desk, and a large window.

A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

A stone building with multiple windows and a door, situated on a street corner.

A modern building with multiple windows and a landscaped area with decorative pumpkins and a tree.

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

Lake Katrine

Cindy

RM568

RM636 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio with a fire pit, seating, and a building in the background.

A hotel room with two beds, a desk, a chair, and a large window with curtains.

A modern hotel room with a grey sofa, an orange armchair, a small wooden table, and a large window with sheer curtains.

A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.

9. Courtyard by Marriott Kingston

Kingston

Ana

RM517

RM580 total

includes taxes & fees

25 Oct - 26 Oct

A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

A traditional living room with a fireplace, floral patterned sofa, and a patterned rug.

A two-story house with a porch, a front door, and a mailbox.

A fire pit with two Adirondack chairs, a table with drinks, and a house in the background.

10. Changing Times Boutique Country Lodging

Craryville

Thomas

RM817

RM915 total

includes taxes & fees

13 Oct - 14 Oct

A modern bedroom with a large bed, a red sofa, a fireplace, and a television.

A wooden deck with wicker chairs and a small table, overlooking a forested area.

A living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

A window with a view of a forested area, a small potted plant, and a black kettle on the windowsill.

11. The Harlow House

Rhinebeck

Lauren

RM881

RM996 total

includes taxes & fees

8 Oct - 9 Oct

A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

A garden with various plants and flowers, a white fence, and outdoor furniture.

A hallway with a table, a vase with flowers, a framed picture, and a painting on the wall.

A two-story white house with a front porch, a red door, and a well-maintained lawn.

12. Millbrook Country House Bed & Breakfast

Millbrook

kenneth

RM981

RM1,109 total

includes taxes & fees

8 Oct - 9 Oct

A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

A candy store with shelves of various treats and a sign that reads "TREATS".

An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.

A Hampton Inn hotel with a modern facade, multiple entry points, and a well-lit entrance.

13. Hampton Inn Kingston

Kingston

Jennifer

RM560

RM627 total

includes taxes & fees

2 Nov - 3 Nov

A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

A historic hotel with a prominent tower and a brick facade.

A dining area with a brick fireplace, wooden beams, and a chandelier.

14. Diamond Mills Resort

Saugerties

RM1,086

RM1,318 total

includes taxes & fees

11 Oct - 12 Oct

A wooden cabin with a circular window overlooking a lake and grassy area.

A restaurant with round tables, potted plants, and a glass of wine on a table.

A row of modern cabins with large windows, surrounded by a grassy field and trees.

An arched stone structure with windows, surrounded by trees and a clear sky.

15. Hutton Brickyards Riverfront Hotel + Venue

Kingston

Victoria

RM935

RM1,169 total

includes taxes & fees

1 Nov - 2 Nov

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

16. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Bruce

RM587

RM656 total

includes taxes & fees

2 Nov - 3 Nov

A room with a view of a lake, a balcony with a table and chairs, and a sofa.

A building with a yellow exterior, a door with a glass panel, a potted plant, and a sign indicating accessibility.

A room with a flat-screen TV mounted on the wall, two brown armchairs, a woven rug, and a wooden floor.

A single bed with a wooden frame, white bedding, and a patterned throw. There is a wooden floor and a small rug in front of the bed.

17. Rhinecliff Hotel

Rhinecliff

Francine

RM698

RM789 total

includes taxes & fees

2 Nov - 3 Nov

A building entrance with a covered porch, stone pillars, and a mailbox.

A hotel room with a flat-screen TV, a mini-fridge, a microwave, a desk with a lamp, and a chair.

A hotel dining area with wooden tables and chairs, a kitchen counter, a refrigerator, and a television on the wall.

A hotel lobby with a check-in counter, two armchairs, a small table, and a mirror.

18. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Ron

RM295

RM334 total

includes taxes & fees

2 Nov - 3 Nov

A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.

A spa area with a large rock centerpiece, multiple seating areas, and a skylight ceiling.

A building with a central entrance, multiple windows, and outdoor seating.

A staircase with ornate black railings and a large chandelier.

19. Mirbeau Inn & Spa

Rhinebeck Village

Maria

RM1,664

RM1,882 total

includes taxes & fees

4 Nov - 5 Nov

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Stay near popular Pine Plains attractions

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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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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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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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.

See all hotels in Pine Plains

Top Pine Plains Hotel Reviews

Residence Inn by Marriott Kingston

8/10 Good

"Our tv was not working ac and heating was weird unit was seating on the floor and vent on the ceiling was out of control and front desk was unable to do anything."

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Nice little cabin, well situated to sightseeing"

Quality Inn Hyde Park Poughkeepsie North

8/10 Good

"Staff was very professional and helpful. Breakfast left a lot to be desired. Room was clean and comfortable including the beds. Parking seriously needed to be repaved."

Hampton Inn Kingston

10/10 Excellent

"Good base location for exploring the Catskill area. Decent free breakfast every morning. Lots of fast food chains nearby."

Pocketbook Hotel and Bath

8/10 Good

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St. Charles Hotel

8/10 Good

"The St. Charles hotel is a good place to stay if you are looking for a great location to stay. It's within walking distance of restaurants and close to places to visit. However the WiFi network does kick out a lot."

Prospect Berkshires

10/10 Excellent

"Absolutely spectacular resort! Could not have enjoyed more."

Super 8 by Wyndham Kingston

8/10 Good

"A great place to spend the weekend visiting family near by."

Howard Johnson by Wyndham Saugerties

10/10 Excellent

"The room was clean and staff very pleasant and helpful. I would stay again."