Search Chalets in Pine Plains from CA $92

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12
No exact matches found, but these alternatives could be just right

Recommended hotels in Pine Plains

Property entrance

Bed & Breakfast in Pine Plains

Inn at Pine Plains
3.5 star property
9.8 out of 10, Exceptional, (304 reviews)
"Great stay"
United Kingdom
Katherine
The price is CA $339
CA $383 total
includes taxes & fees
Mar 18 - Mar 19
Inn at Pine Plains
Exterior

Vacation Home in Pine Plains

A Country Lodge Straight Out of the Pages of a Great Novel
10.0 out of 10, Exceptional, (13 reviews)
"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."
United States
Hessie S.
The price is CA $1,218
CA $2,013 total
includes taxes & fees
Mar 21 - Mar 22
A Country Lodge Straight Out of the Pages of a Great Novel
Exterior

Motel in Great Barrington

Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (833 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is CA $82
CA $92 total
includes taxes & fees
Mar 18 - Mar 19
Monument Mountain Motel
Exterior

Bed & Breakfast in Great Barrington

The Berkshire Mountain Inn
3.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is CA $205
CA $229 total
includes taxes & fees
Mar 18 - Mar 19
The Berkshire Mountain Inn
Exterior

Hotel in Great Barrington

Quality Inn Great Barrington
2.5 star property
8.4 out of 10, Very good, (1,001 reviews)
"Great place stay for our ski trip near by"
United States
wilson
The price is CA $92
CA $103 total
includes taxes & fees
Apr 9 - Apr 10
Quality Inn Great Barrington
View from property

Cabin in Catskill

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (175 reviews)
"I just love this place, this was my second time and ofc I will be back"
United States
JANYRA
The price is CA $163
CA $235 total
includes taxes & fees
Mar 18 - Mar 19
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

Bed & Breakfast in East Canaan

Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (415 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is CA $144
CA $165 total
includes taxes & fees
Mar 21 - Mar 22
Locust Tree Bed and Breakfast LLC
Porch

Bed & Breakfast in Craryville

Changing Times Boutique Country Lodging
3.5 star property
10.0 out of 10, Exceptional, (113 reviews)
"Great experience, looking forward to staying again."
United States
Greg
The price is CA $205
CA $230 total
includes taxes & fees
Mar 21 - Mar 22
Changing Times Boutique Country Lodging
Exterior

Cabin in Saugerties

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.0 out of 10, Very good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is CA $171
CA $222 total
includes taxes & fees
Mar 18 - Mar 19
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Front of property

Hotel in Hudson

Howard Hotel
2.0 star property
9.8 out of 10, Exceptional, (122 reviews)
"Awesome hotel!"
United States
michael
The price is CA $185
CA $210 total
includes taxes & fees
Mar 23 - Mar 24
Howard Hotel
Exterior

Lodge in Copake

the Alander
2.5 star property
9.0 out of 10, Wonderful, (210 reviews)
"This was a cozy, attractive stay with a very well outfitted room, friendly service and nice dining options."
United States
Susan
The price is CA $192
CA $215 total
includes taxes & fees
Mar 18 - Mar 19
the Alander
Exterior

Bed & Breakfast in Sheffield

Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (43 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is CA $200
CA $224 total
includes taxes & fees
Mar 23 - Mar 24
Wilder House Berkshires
Exterior

Hotel in Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
7.4 out of 10, Good, (1,005 reviews)
"The room was very clean. The staff is excellent check-in was easy and the restaurant Abby’s attached to the hotel is very reasonably priced and the food is outstanding old school Salid bar ."
United States
Richard
The price is CA $122
CA $137 total
includes taxes & fees
Mar 18 - Mar 19
Howard Johnson by Wyndham Saugerties
Exterior

Inn in Rhinebeck Village

Beekman Arms and Delamater Inn
3.5 star property
8.4 out of 10, Very good, (848 reviews)
"Clean comfortable room; nice staff"
United States
Mark
The price is CA $178
CA $202 total
includes taxes & fees
Mar 18 - Mar 19
Beekman Arms and Delamater Inn
Terrace/patio

Hotel in Hudson

Nautical Nest
2.5 star property
9.6 out of 10, Exceptional, (132 reviews)
"Great location!"
United States
Carla
The price is CA $163
CA $189 total
includes taxes & fees
Mar 18 - Mar 19
Nautical Nest
Exterior

Holiday park in Saugerties

AutoCamp Catskills
5.0 star property
9.0 out of 10, Wonderful, (465 reviews)
"Great parking ..and staff very very friendly clean rooms as well"
United States
Jocelyn
The price is CA $185
CA $261 total
includes taxes & fees
Apr 9 - Apr 10
AutoCamp Catskills
Exterior

Hotel in Millerton

The Millerton Inn
2.0 star property
8.4 out of 10, Very good, (18 reviews)
"Perfect "
United States
Zhigang
The price is CA $212
CA $240 total
includes taxes & fees
Apr 17 - Apr 18
The Millerton Inn
Front of property

Hotel in Hudson

Hudson Navigator
2.0 star property
9.6 out of 10, Exceptional, (59 reviews)
"Great location close to charming shops and restaurants. Cozy room with an amazing shower! Loved the living/dining area with fireplaces. "
United States
Randall
Hudson Navigator
Exterior

Hotel in Lake Katrine

Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
9.4 out of 10, Exceptional, (1,001 reviews)
"Loved the hotel, room, staff, and free breakfast!"
United States
marc
The price is CA $171
CA $192 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Express & Suites Kingston-Ulster by IHG
Exterior

Motel in Great Barrington

East Rock Inn
2.0 star property
9.4 out of 10, Exceptional, (40 reviews)
"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is CA $165
CA $185 total
includes taxes & fees
Apr 2 - Apr 3
East Rock 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pine Plains Hotel Reviews

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent
"Pool was closed and no table pool sticks"
D 2-night trip
Posted 6 hours ago
Best Western Plus Kingston Hotel And Conference Center

Find out more about Pine Plains

Pine Plains Chalets information

Number of reviews
6,797
Accommodation
2 Chalets
Lowest Price
CA $92
Highest Price
CA $2,013

Explore a world of travel with Expedia