Browse the Best Pine Plains Resorts from CA $84

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Recommended hotels in Pine Plains

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

1. Inn at Pine Plains

Pine Plains

teresina

CA $439 total

includes taxes & fees

Nov 12 - Nov 13

A spacious living area with a sofa, dining table, and chairs, a fireplace, and large windows.

2. NEW: Chic Modern Barn Style Home in Fun Area

Pine Plains

Estefany G.

CA $1,075 total

includes taxes & fees

Nov 12 - Nov 13

A modern kitchen with white cabinets, a large island, and a skylight.

3. A Country Lodge Straight Out of the Pages of a Great Novel

Pine Plains

Marianne R.

CA $1,974 total

includes taxes & fees

Nov 12 - Nov 13

A wooden cabin with a deck, large windows, and outdoor seating.

4. The Cozy Cat Motel

Copake Falls

CA $192 total

includes taxes & fees

Nov 12 - Nov 13

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

5. Kingston Regency Inn

Kingston

Colleen

CA $195 total

includes taxes & fees

Dec 1 - Dec 2

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

6. The Harlow House

Rhinebeck

Robert

CA $309 total

includes taxes & fees

Nov 12 - Nov 13

A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

7. Gatherwild Ranch

Germantown

AYANO

CA $386 total

includes taxes & fees

Nov 12 - Nov 13

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

8. Courtyard by Marriott Kingston

Kingston

Yvette

CA $173 total

includes taxes & fees

Dec 2 - Dec 3

A buffet with various food items, including omelets and baked goods, served in metal containers.

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

Lake Katrine

Timothy

CA $179 total

includes taxes & fees

Dec 9 - Dec 10

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

10. Rhinecliff Hotel

Rhinecliff

Carly

CA $229 total

includes taxes & fees

Dec 1 - Dec 2

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

11. Quality Inn Great Barrington

Downtown Great Barrington

David

CA $119 total

includes taxes & fees

Dec 1 - Dec 2

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

12. Monument Mountain Motel

Great Barrington

Martha

CA $94 total

includes taxes & fees

Nov 15 - Nov 16

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

13. Howard Hotel

Hudson

zehava

CA $187 total

includes taxes & fees

Nov 22 - Nov 23

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

14. the Alander

Copake

Luis

CA $222 total

includes taxes & fees

Nov 12 - Nov 13

A covered outdoor dining area with tables set for a meal, surrounded by columns and large windows.

15. Beekman Arms and Delamater Inn

Rhinebeck Village

Julia

CA $229 total

includes taxes & fees

Nov 15 - Nov 16

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

16. Changing Times Boutique Country Lodging

Craryville

Thomas

CA $316 total

includes taxes & fees

Nov 16 - Nov 17

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

17. Little Cat Lodge

Copake Falls

Nutcha

CA $226 total

includes taxes & fees

Nov 17 - Nov 18

A kitchen with a stainless steel sink, a window with a view of a wooden deck and yellow chairs, and a door leading to an outdoor area.

18. The Nest Hudson

Hudson

Lisa

CA $183 total

includes taxes & fees

Nov 12 - Nov 13

A reception desk with a modern design, featuring two illuminated panels and a wall-mounted sign indicating the property is a Holiday Inn Express & Suites.

19. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Saugerties

Artur

CA $213 total

includes taxes & fees

Dec 2 - Dec 3

A bedroom with a bed, bedside table, and a wall-mounted mirror.

20. Nautical Nest

Hudson

Christina

CA $195 total

includes taxes & fees

Dec 6 - Dec 7

View all properties

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

A rustic barn surrounded by autumn foliage on a hillside.

Top reviews in Pine Plains

Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

10/10 Excellent

Martin

Courtyard by Marriott Kingston

Kingston

10/10 Excellent

Ana

Howard Hotel

Hudson

10/10 Excellent

Alexandra

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.

AutoCamp Catskills

Saugerties

10/10 Excellent

Dan

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

Kelly

Frequently Asked Questions

What is Pine Plains like for a resort vacation?

Expedia can help you find resorts and other lodging options that provide similar amenities and comforts. If you have trouble finding a resort in Pine Plains that meets your needs, try using the search page filters to look for hotels, or search for properties with amenities like pools or all-inclusive options. We make it easy to book great accommodations so you can focus on creating your trip itinerary.

What can I do in Pine Plains?

Experience the local theater scene at The Stissing Center, or bring the kids to Dutchess County Fairgrounds for some family fun. Thompson Pond and Stissing Lake Park are a few additional attractions in the area that you might like.

What's the weather like in Pine Plains?

The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Pine Plains are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

What's the best way to get to and around Pine Plains?

Fly into Hudson, NY (HCC-Columbia County), which is located 21.9 mi (35.3 km) away from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.

Search Resort Hotels in Pine Plains from CA $84

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Pine Plains

1. Inn at Pine Plains

2. NEW: Chic Modern Barn Style Home in Fun Area

3. A Country Lodge Straight Out of the Pages of a Great Novel

4. The Cozy Cat Motel

5. Kingston Regency Inn

6. The Harlow House

7. Gatherwild Ranch

8. Courtyard by Marriott Kingston

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

10. Rhinecliff Hotel

11. Quality Inn Great Barrington

12. Monument Mountain Motel

13. Howard Hotel

14. the Alander

15. Beekman Arms and Delamater Inn

16. Changing Times Boutique Country Lodging

17. Little Cat Lodge

18. The Nest Hudson

19. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

20. Nautical Nest

Learn more about Pine Plains

Top reviews in Pine Plains

Holiday Inn Express & Suites Kingston-Ulster by IHG

10/10 Excellent

Frequently Asked Questions

What is Pine Plains like for a resort vacation?

What can I do in Pine Plains?

What's the weather like in Pine Plains?

What's the best way to get to and around Pine Plains?

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