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

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 staircase with a wooden handrail and a wall with three framed paintings of forest scenes.

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

S$366

includes taxes & fees

27 Oct - 28 Oct

A wooden pergola with outdoor seating, including tables and chairs, under clear skies.

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

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.

2. the Alander

Copake

Thomas

S$207

includes taxes & fees

14 Oct - 15 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 a meal, surrounded by columns and large windows.

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

A wooden interior with a barrel and a wine rack.

3. Beekman Arms and Delamater Inn

Rhinebeck Village

Mariya

S$195

includes taxes & fees

14 Oct - 15 Oct

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

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

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

An outdoor patio with a round table and orange chairs, a black metal fence, and string lights.

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

Lake Katrine

Cindy

S$186

includes taxes & fees

1 Nov - 2 Nov

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 modern cafe with a wooden counter, bar stools, and a menu board above the counter.

5. Courtyard by Marriott Kingston

Kingston

Ana

S$182

includes taxes & fees

25 Oct - 26 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 two-story house with a front porch, a garage with a red car, and a driveway with a black car.

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

6. Jenny's Country Manor

Red Hook

amanda

S$202

includes taxes & fees

15 Oct - 16 Oct

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

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

A tented area with lush greenery and a dining setup.

A lakeside deck with Adirondack chairs, a canoe, and a wooden railing.

7. Interlaken Inn & Resort

Lakeville

Stacie

S$293

includes taxes & fees

26 Oct - 27 Oct

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

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

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

A spacious living area with a sofa, armchairs, and a coffee table. There is a dining area with chairs and a table, and a stone fireplace.

8. Hampton Inn Kingston

Kingston

stephen

S$198

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a large bed, two bedside lamps, a small table, a chair, and a window with curtains.

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

9. Monument Mountain Motel

Great Barrington

Victor

S$86

includes taxes & fees

2 Nov - 3 Nov

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

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.

An indoor swimming pool with lounge chairs and a view of the outside.

10. Residence Inn by Marriott Kingston

Kingston

Lamisa

S$205

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

11. The Harlow House

Rhinebeck

Lauren

S$295

includes taxes & fees

5 Oct - 6 Oct

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

12. Quality Inn Great Barrington

Great Barrington

Joan

S$108

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a built-in oven, microwave, and stainless steel range hood.

An outdoor seating area with a stone table and wicker furniture.

A two-story building with a brick facade and a flat roof.

A hallway with a staircase, a framed painting, a mirror, and a potted plant.

13. Howard Hotel

Hudson

Sharon

S$148

includes taxes & fees

29 Oct - 30 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 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.

A room with a white door, a window, and a wall with various framed pictures.

14. Changing Times Boutique Country Lodging

Craryville

Thomas

S$286

includes taxes & fees

14 Oct - 15 Oct

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

A cozy living room with floral wallpaper, a sofa, a coffee table, and two lamps.

A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

A room with a fireplace, two striped armchairs, and a floral drape.

15. Blackberry River Inn

Norfolk

Brian

S$221

includes taxes & fees

4 Oct - 5 Oct

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

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

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

A gym with exercise equipment, a mirror, and a door leading to a room.

16. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Ron

S$105

includes taxes & fees

1 Nov - 2 Nov

A row of metal chairs and a wooden barrel on a concrete floor against a wooden wall.

A hotel room with two beds, a nightstand with a lamp, a chair, and a window with curtains.

A two-story building with a covered porch and a stone chimney.

A hotel room with two beds, a desk with a lamp, a chair, a coffee machine, and a window with curtains.

17. Rhinebeck Village Inn

Rhinebeck Village

Rachel

S$163

includes taxes & fees

27 Oct - 28 Oct

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

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

A bedroom with a large bed, a dresser, a chair, and a table. There are three windows with blinds, and a lamp is on a nightstand.

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

18. The Millerton Inn

Millerton

Chelsy

S$363

includes taxes & fees

6 Oct - 7 Oct

A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.

A modern house with a sloped roof, large windows, and a well-maintained lawn.

A modern interior with a wooden dining table, chairs, a sofa, and a bar area with wine bottles.

A modern house with a large garage and a vintage camper parked in the driveway.

19. AutoCamp Catskills

Saugerties

Raquel

S$238

includes taxes & fees

2 Nov - 3 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

Kingston Regency Inn

10/10 Excellent

"Great room for the price."

Residence Inn by Marriott Kingston

8/10 Good

"Expensive, but worth it if you're looking for a functional space with a kitchen. Great for business stays. Hotel is nicely appointed. Comfortable bed. Great bathroom. Excellent breakfast."

Howard Johnson by Wyndham Saugerties

8/10 Good

"The bed was very comfortable. The"

Beekman Arms and Delamater Inn

8/10 Good

"Not your cookie cutter hotel. Beds were clean and comfortable. Room was large TV was small."

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

8/10 Good

"The room was spotless!! The bathroom was huge and clean!! Plenty of parking. Staff were super friendly. The front desk ask what floor we wanted so all of the families we were with were on the same floor!! Very very helpful"

Courtyard by Marriott Kingston

10/10 Excellent

"Awesome hotel. Staff is amazing and room was so comfortable."

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent

"Great value for the money! Comfortable and clean. Good breakfast. Very convenient to Roosevelt National Park sites."

Inn at Pine Plains

8/10 Good

"good location/ walkable to down town !"

St. Charles Hotel

8/10 Good

"The room was clean and modern and the staff were friendly and professional. Parking was close and ample."

More cheap stays in Pine Plains

Quality Inn Hyde Park Poughkeepsie North

4142 Albany Post Rd Hyde Park NY

S$105

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,021 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

S$108

1 Nov - 2 Nov

includes taxes & fees

Super 8 by Wyndham Kingston

487 Washington Ave Kingston NY

S$121

25 Oct - 26 Oct

includes taxes & fees

6.2/10 (1,011 reviews)

Kingston Regency Inn

503 Washington Avenue Kingston NY

S$198

2 Nov - 3 Nov

includes taxes & fees

6.2/10 (65 reviews)

St. Charles Hotel

16 Park Place Hudson NY

S$217

27 Oct - 28 Oct

includes taxes & fees

6.6/10 (986 reviews)

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

S$326

27 Oct - 28 Oct

includes taxes & fees

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 Beekman Arms and Delamater Inn and Quality Inn Great Barrington. 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?

Pocketbook Hotel and Bath: Features a steam room, 3 indoor swimming pools and spa services. Courtyard by Marriott Kingston and Kingston Regency Inn 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 33 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 The Stissing Center and Pine Plains Library. 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.

Pine Plains Hotels from S$105

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pine Plains

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pine Plains hotels

1. Inn at Pine Plains

2. the Alander

3. Beekman Arms and Delamater Inn

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

5. Courtyard by Marriott Kingston

6. Jenny's Country Manor

7. Interlaken Inn & Resort

8. Hampton Inn Kingston

9. Monument Mountain Motel

10. Residence Inn by Marriott Kingston

11. The Harlow House

12. Quality Inn Great Barrington

13. Howard Hotel

14. Changing Times Boutique Country Lodging

15. Blackberry River Inn

16. Quality Inn Hyde Park Poughkeepsie North

17. Rhinebeck Village Inn

18. The Millerton Inn

19. AutoCamp Catskills

Stay near popular Pine Plains attractions

Thompson Pond

The Stissing Center

Stissing Lake Park

Gallatin Town Hall

Pine Plains Library

Learn more about Pine Plains

Top Pine Plains Hotel Reviews

Kingston Regency Inn

Residence Inn by Marriott Kingston

Howard Johnson by Wyndham Saugerties

Beekman Arms and Delamater Inn

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Courtyard by Marriott Kingston

Quality Inn Hyde Park Poughkeepsie North

Inn at Pine Plains

St. Charles Hotel

More cheap stays in Pine Plains

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Great Barrington

Super 8 by Wyndham Kingston

Kingston Regency Inn

St. Charles Hotel

Pocketbook Hotel and Bath

Frequently asked questions

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