Luxury Hotels & Resorts in Pine Plains from AU$126

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Check availability on Pine Plains Luxury Hotels

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Pine Plains luxury hotels

Premium bedding, down duvets, Tempur-Pedic beds, in-room safe
AutoCamp Catskills

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (442)
"Great location. Amazing views. "
United States
Sarig
The price is AU$328
includes taxes & fees
4 Jan - 5 Jan 2026
AutoCamp Catskills
Aerial view
Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (81)
"Gracious host and great breakfast "
United States
Gerald
The price is AU$321
includes taxes & fees
18 Jan - 19 Jan 2026
Millbrook Country House Bed & Breakfast
Hiking
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
4.0 star property
Hudson
8.8 out of 10, Excellent, (546)
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
United States
Carell
The price is AU$354
includes taxes & fees
4 Jan - 5 Jan 2026
The Wick, Hudson, A Tribute Portfolio Hotel
Terrace/patio
it's a good thing

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very good, (25)
"Lynn was a wonderful & accommodating host. Tje"
United States
Julie-Anne
it's a good thing
Exterior
Mirbeau Inn & Spa

Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck Village
9.6 out of 10, Exceptional, (309)
"The inn was lovely with attentive staff!"
United States
Karen
The price is AU$779
includes taxes & fees
12 Jan - 13 Jan 2026
Mirbeau Inn & Spa
Hiking
Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (338)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
United States
Shawn
The price is AU$378
includes taxes & fees
18 Jan - 19 Jan 2026
Journey Inn Bed & Breakfast
Design Villa
Kingston Carriage House

Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.0 out of 10, Wonderful, (28)
"Amazing stay! Just make sure you get a lesson in how to turn the heat on... beautiful property walking distance from sights, shops, and cafes. Will absolutely stay there next time we are in Kingston!"
United States
Andrew
The price is AU$336
includes taxes & fees
6 Jan - 7 Jan 2026
Kingston Carriage House
John Harney Suite
The White Hart

The White Hart

The White Hart
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (143)
"Great charming place, friendly, helpful staff"
United States
David
The price is AU$494
includes taxes & fees
4 Jan - 5 Jan 2026
The White Hart
The Parlor Suite
9 Academy

9 Academy

9 Academy
4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10)
"Nice room. "
South Korea
JeongHoon
The price is AU$847
includes taxes & fees
7 Jan - 8 Jan 2026
9 Academy
Exterior
The Millbrook Inn

The Millbrook Inn

The Millbrook Inn
4.0 star property
Millbrook
10.0 out of 10, Exceptional, (5)
"Love it! beautiful inn and amazing food!"
United States
Yasmin
The Millbrook Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pine Plains Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"The room was super clean and comfortable. Nice television and great bathroom. Highly recommend!"
John 2-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Frequently asked questions

Are you looking for a luxury hotel for your stay in Pine Plains?
Expedia can help you get a flight to Hudson, NY (HCC-Columbia County) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are an important consideration when you plan a trip, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want a posh hotel with a spa, an indoor pool or luxury bedding, Expedia can help you find the best luxury hotel experience that Pine Plains has to offer. Pine Plains has some interesting things to see and do including The Stissing Center and Stissing Lake Park, so you might want to take in the local sights during your visit.
When can I expect good weather in Pine Plains?
Planning for the weather is a good way to make your trip to Pine Plains relaxing and enjoyable, especially when you're splurging. 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.
What's there to see and do in Pine Plains?
Enjoy all that Pine Plains has to offer when you visit The Stissing Center, Stissing Lake Park and Pine Plains Library. If you have spare time during your trip, you might want to make a stop at Thompson Pond and Gallatin Town Hall.

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