Hotels in Pine Plains

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Where to stay in Pine Plains?

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

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

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

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

$275

$311 total

includes taxes & fees

Oct 5 - Oct 6

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

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

2. the Alander

Copake

$145

$162 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

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

3. Jenny's Country Manor

Red Hook

$140

$158 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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.

4. Beekman Arms and Delamater Inn

Rhinebeck Village

$152

$172 total

includes taxes & fees

Oct 15 - Oct 16

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

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

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

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

5. Interlaken Inn & Resort

Lakeville

$212

$243 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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.

6. Courtyard by Marriott Kingston

Kingston

$127

$142 total

includes taxes & fees

Oct 25 - Oct 26

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

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

A room with a long wooden table, multiple chairs, a sofa, and large windows offering a forest view.

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

7. The Harlow House

Rhinebeck

$226

$255 total

includes taxes & fees

Nov 3 - Nov 4

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

A hotel room with two beds, wooden paneling, a nightstand with a lamp, and a framed picture on the wall.

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.

8. Rhinebeck Village Inn

Rhinebeck Village

$119

$135 total

includes taxes & fees

Oct 26 - Oct 27

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 white plastic chairs on a covered outdoor area with a white building in the background.

A motel with a parking lot and several cars parked.

9. Monument Mountain Motel

Great Barrington

$67

$74 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern interior with a round mirror reflecting a dining area, a large vase, and a guitar.

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

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

10. Howard Hotel

Hudson

$102

$116 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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

A formal dining table set with plates, cutlery, and wine glasses, surrounded by chairs.

11. Millbrook Country House Bed & Breakfast

Millbrook

$240

$272 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

12. The Millerton Inn

Millerton

$279

$316 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

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

13. Changing Times Boutique Country Lodging

Craryville

$200

$224 total

includes taxes & fees

Oct 5 - Oct 6

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

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.

A Quality Inn sign, a brick building, and a parking lot with cars.

14. Quality Inn Great Barrington

Great Barrington

$76

$85 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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

15. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

$72

$82 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A grand hallway with a chandelier, a staircase, and a table with flowers.

16. Blackberry River Inn

Norfolk

$150

$173 total

includes taxes & fees

Oct 4 - Oct 5

A swimming pool with a glass ceiling, indoor seating, and a brick wall.

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

A restaurant with booths, tables, and a bar area.

A bar area with a long counter, multiple bar stools, and a television mounted above the bar.

17. Kingston Regency Inn

Kingston

$126

$155 total

includes taxes & fees

Nov 2 - Nov 3

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".

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.

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

18. Hampton Inn Kingston

Kingston

$138

$154 total

includes taxes & fees

Nov 2 - Nov 3

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

A bedroom with a wooden bed, two bedside tables, a window with curtains, and a radiator.

A covered porch with white railings and rocking chairs.

A dining room with a wooden table, chairs, a vase with flowers, and red curtains.

19. Locust Tree Bed and Breakfast LLC

East Canaan

$105

$121 total

includes taxes & fees

Oct 4 - Oct 5

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Go beyond your typical stay in Pine Plains

Pet friendly

Cottage

Pool

Family friendly

Our prices for hotels in Pine Plains are cheapest in September

Top landmarks in Pine Plains

Thompson Pond

8.0/10 (1 review)

Why not relax on the waterfront and snap some great vacation pics at Thompson Pond when visiting Pine Plains.

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The Stissing Center

If you’re after a show while in the center of Pine Plains, you might want to get tickets at The Stissing Center. If you'd also like to explore some of the parks in Pine Plains, Stissing Lake Park is nearby.

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Stissing Lake Park

Stissing Lake Park is 0.8 mi (1.3 km) from central Pine Plains, why not stop by during your stay. If you like Stissing Lake Park, you'll love Northern Dutchess Botanical Gardens and Stanford Recreation Park, both just a short drive away.

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Gallatin Town Hall

Gallatin Town Hall is worth a visit, located 3.9 mi (6.3 km) from central Pine Plains.

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Pine Plains Library

Pine Plains Library is worth a visit when in central Pine Plains.

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Learn more about Pine Plains

Pine Plains is well-known for its attractions such as The Stissing Center and Thompson Pond.

See all hotels in Pine Plains

A rustic barn surrounded by autumn foliage on a hillside.

Check out reviews of Pine Plains hotels guests love

AutoCamp Catskills

10/10 Excellent

"Absolutely loved our stay! The area is beautiful, the property is amazing and so well-maintained, and the friendly staff. This was our first time staying in a premium Airstream for both me and my hubby, and we were honestly amazed very clean too! Such a fun, unique, and awesome experience."

Residence Inn by Marriott Kingston

10/10 Excellent

"Great hotel - good sized rooms with comfy bed and a great shower, easy access to on site laundry facilities and a “market” in the lobby. What’s not to love for a weary traveller?"

Kingston Regency Inn

10/10 Excellent

"Great room for the price."

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."

Courtyard by Marriott Kingston

10/10 Excellent

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

Interlaken Inn & Resort

10/10 Excellent

"The Interlaken is a lovely property "between the lakes" in Lakeville. We stayed in the main building, which I recommend (there is also another building on the property with a view of the lake). We had a nice screened-in balcony porch attached to our room which we enjoyed each evening. The lobby is cozy with a fireplace. The staff were friendly and helpful."

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 !"

Frequently asked questions

What hotels do travelers recommend in Pine Plains?

Guests like Inn at Pine Plains.

Can I book a refundable hotel in Pine Plains?

If you want the flexibility to change your travel plans to Pine Plains, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Pine Plains if I want a vacation rental instead of a hotel?

If you want to find a good alternative to a hotel, review our selection of 23 vacation homes.

What will the weather in Pine Plains be like during my visit?

The warmest months in Pine Plains are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and August.

Why should I book my Pine Plains hotel with Hotels.com?

There are plenty of reasons to book your Pine Plains travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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Book Hotels in Pine Plains on Hotels.com

Hotels in Pine Plains

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Pine Plains?

1. Inn at Pine Plains

2. the Alander

3. Jenny's Country Manor

4. Beekman Arms and Delamater Inn

5. Interlaken Inn & Resort

6. Courtyard by Marriott Kingston

7. The Harlow House

8. Rhinebeck Village Inn

9. Monument Mountain Motel

10. Howard Hotel

11. Millbrook Country House Bed & Breakfast

12. The Millerton Inn

13. Changing Times Boutique Country Lodging

14. Quality Inn Great Barrington

15. Quality Inn Hyde Park Poughkeepsie North

16. Blackberry River Inn

17. Kingston Regency Inn

18. Hampton Inn Kingston

19. Locust Tree Bed and Breakfast LLC

Go beyond your typical stay in Pine Plains

Price trends for hotels in Pine Plains

Typical weather for Pine Plains

Top landmarks in Pine Plains

Thompson Pond

The Stissing Center

Stissing Lake Park

Gallatin Town Hall

Pine Plains Library

Learn more about Pine Plains

Check out reviews of Pine Plains hotels guests love

AutoCamp Catskills

Residence Inn by Marriott Kingston

Kingston Regency Inn

Howard Johnson by Wyndham Saugerties

Beekman Arms and Delamater Inn

Courtyard by Marriott Kingston

Interlaken Inn & Resort

Quality Inn Hyde Park Poughkeepsie North

Inn at Pine Plains

Frequently asked questions

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