Villas in Pine Plains

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Villas in Pine Plains

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Recommended hotels in Pine Plains

Bed & Breakfast in Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (300)
"Great stay"
United Kingdom
Katherine
$275 nightly
The price is $311
Dec 3 - Dec 4
Total with taxes and fees
Inn at Pine Plains

Holiday Inn Express & Suites Kingston-Ulster by IHG

2.5 star property
9.4 out of 10, Exceptional, (1000)
"Great stay"
United States
Siju
$103 nightly
The price is $116
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express & Suites Kingston-Ulster by IHG

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"clean warm room. breakfast was small but good enough to start the day. coffee was delicious. quiet which was nice and also very close to the town center with shops so that was convenient "
United States
Gisselle
$76 nightly
The price is $85
Dec 16 - Dec 17
Total with taxes and fees
Quality Inn

Hampton Inn Kingston

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Courteous staff, clean room, pleasant atmosphere, convenient location, and good free breakfast."
United States
Karen
$111 nightly
The price is $125
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn Kingston

Motel in Great Barrington

2.5 star property
9.0 out of 10, Wonderful, (801)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
$67 nightly
The price is $74
Dec 3 - Dec 4
Total with taxes and fees
Monument Mountain Motel

Howard Johnson by Wyndham Saugerties

2.0 star property
7.6 out of 10, Good, (1005)
"we found the room very clean and the staff was friendly "
United States
MAURICIO
$88 nightly
The price is $99
Dec 7 - Dec 8
Total with taxes and fees
Howard Johnson by Wyndham Saugerties

Holiday Park in Saugerties

5.0 star property
9.0 out of 10, Wonderful, (438)
"Great location. Amazing views. "
United States
Sarig
$205 nightly
The price is $230
Dec 17 - Dec 18
Total with taxes and fees
AutoCamp Catskills

Pocketbook Hotel and Bath

2.0 star property
8.8 out of 10, Excellent, (6)
"The room was very nice, and the staff was great"
United States
Kienan
$264 nightly
The price is $299
Dec 9 - Dec 10
Total with taxes and fees
Pocketbook Hotel and Bath

Residence Inn by Marriott Kingston

3.0 star property
8.8 out of 10, Excellent, (784)
"Very nice stay"
United States
LOIS
$111 nightly
The price is $124
Jan 1 - Jan 2, 2026
Total with taxes and fees
Residence Inn by Marriott Kingston

Courtyard by Marriott Kingston

3.0 star property
8.8 out of 10, Excellent, (1000)
"Great stay!!"
United States
Anita
$118 nightly
The price is $132
Dec 7 - Dec 8
Total with taxes and fees
Courtyard by Marriott Kingston

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (702)
"Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. "
United States
Tabitha
$107 nightly
The price is $120
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Bed & Breakfast in East Canaan

3.0 star property
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Dec 4 - Dec 5
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

Nautical Nest

2.5 star property
9.6 out of 10, Exceptional, (123)
"We had an amazing stay! What a lovely and comfortable room, conveniently situated to shopping & so many great dining options. The shared kitchen area was well-appreciated. We would definitely return again in the future. "
United States
Robin
$119 nightly
The price is $134
Dec 8 - Dec 9
Total with taxes and fees
Nautical Nest

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
7.6 out of 10, Good, (1012)
"Nice staff, clean room, breakfast was tasty."
United States
Sarah
$98 nightly
The price is $109
Dec 9 - Dec 10
Total with taxes and fees
Best Western Plus Kingston Hotel And Conference Center

Guesthouse in Kingston

3.5 star property
9.4 out of 10, Exceptional, (162)
"Great location."
United States
Catherine
$144 nightly
The price is $161
Dec 3 - Dec 4
Total with taxes and fees
The Wiltwyck

Prospect Berkshires

3.0 star property
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
$250 nightly
The price is $280
Dec 3 - Dec 4
Total with taxes and fees
Prospect Berkshires

Quality Inn Hyde Park Poughkeepsie North

2.5 star property
8.0 out of 10, Very Good, (1021)
"Clean, decent breakfast, and overall great for the price "
United States
Erik
$98 nightly
The price is $111
Dec 11 - Dec 12
Total with taxes and fees
Quality Inn Hyde Park Poughkeepsie North

Lodge in Copake

2.5 star property
9.0 out of 10, Wonderful, (184)
"Very nice clean place in a beautiful area. "
United States
Wayne
$140 nightly
The price is $157
Dec 3 - Dec 4
Total with taxes and fees
the Alander

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (757)
"Clean room, very courteous staff "
United States
Thomas
$151 nightly
The price is $169
Dec 7 - Dec 8
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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

Find out more about Pine Plains

Pine Plains Villas information

Number of reviews
11,802
Accommodation
2 Villas
Lowest Price
$74
Highest Price
$311

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