Pine Plains Hotels

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Check prices for these dates

Tonight
Mar 26 - Mar 27
Tomorrow
Mar 27 - Mar 28
This weekend
Mar 28 - Mar 30
Next weekend
Apr 4 - Apr 6

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Top 10 trending Pine Plains hotels

Inn at Pine Plains
Free daily continental breakfast

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (281)
"A charming inn with nice rooms upstairs and downstairs and a variety of cozy public rooms on the ground floor. Very nice, serve-yourself continental breakfast, although no hot food (at least not on our weekend). Well-located near the center of Pine Plains."
The price is P14,682
P16,609 total
includes taxes & fees
Mar 27 - Mar 28
Inn at Pine Plains
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (99)
"So charming, friendly staff, perfectly comfortable. We had the best stay. "
The price is P9,462
P10,882 total
includes taxes & fees
Mar 31 - Apr 1
Blackberry River Inn
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (375)
"The host Heidi was friendly and fun to talk with at breakfast (I was travelling alone). She knows a lot about the area and history which was nice to hear. The house was quiet and clean and I'd stay here again."
The price is P6,019
P6,921 total
includes taxes & fees
Mar 31 - Apr 1
Locust Tree Bed and Breakfast LLC
Hitching Post Country Motel
Free WiFi, bed sheets

Hitching Post Country Motel

2.5 star property
6.0 out of 10, (41)
"Motel says it all. "
The price is P7,451
P8,569 total
includes taxes & fees
Apr 1 - Apr 2
Hitching Post Country Motel
Cornwall Inn and Lodge
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Cornwall Inn and Lodge

3.0 star property
9.2 out of 10, Wonderful, (130)
"A charming spot by the river. A bit rustic, but very comfortable and clean and the host is attentive and friendly. Pretty much what you would expect..."
The price is P11,406
P13,117 total
includes taxes & fees
Mar 31 - Apr 1
Cornwall Inn and Lodge
Wilder House Berkshires
Premium bedding, individually decorated, individually furnished

Wilder House Berkshires

2.0 star property
10.0 out of 10, Exceptional, (17)
"I’m a returning guest. The house is always charming, welcoming, comfortable and clean! The owner is very accommodating. "
The price is P8,809
P9,840 total
includes taxes & fees
Mar 31 - Apr 1
Wilder House Berkshires
East Rock Inn
Exterior

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (24)
"The property is well maintained and set back from the road. It was very quiet and the rooms are fantastic. A must stay if you are going to be in the area. "
The price is P7,891
P8,814 total
includes taxes & fees
Apr 9 - Apr 10
East Rock Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (692)
"Lovely receptionist"
The price is P8,254
P9,220 total
includes taxes & fees
Mar 31 - Apr 1
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Premium bedding, pillowtop beds, in-room safe, desk

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (606)
"Perfect except for not enough seats available during breakfast "
The price is P7,165
P8,003 total
includes taxes & fees
Apr 1 - Apr 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Monument Mountain Motel
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (706)
"I've stayed here many times for both brief stays and full weeks. Never disappointed. Affordable, clean family-run operation. The only place I stay in the Berkshires. "
The price is P3,812
P4,258 total
includes taxes & fees
Mar 31 - Apr 1
Monument Mountain Motel
Quality Inn
1 bedroom, premium bedding, pillowtop beds, desk

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1089)
"All was good "
The price is P3,866
P4,319 total
includes taxes & fees
Apr 8 - Apr 9
Quality Inn
9 Academy
Egyptian cotton sheets, premium bedding, pillowtop beds

9 Academy

4.0 star property
9.6 out of 10, Exceptional, (5)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is P26,988
P31,037 total
includes taxes & fees
Apr 8 - Apr 9
9 Academy
The White Hart
Minibar, desk, iron/ironing board, free WiFi

The White Hart

4.0 star property
9.6 out of 10, Exceptional, (137)
"Wonderful and quaint "
The price is P15,770
P18,136 total
includes taxes & fees
Mar 31 - Apr 1
The White Hart
Interlaken Inn & Resort
Porch

Interlaken Inn & Resort

3.5 star property
8.2 out of 10, Very Good, (241)
"Adequate"
The price is P10,882
P12,514 total
includes taxes & fees
Mar 30 - Mar 31
Interlaken Inn & Resort
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.2 out of 10, Wonderful, (37)
"What a nice place to stay! The rooms were comfortable - cool design and great bedding. We had a great meal and cocktails at the restaurant. And their "continental" breakfast exceeded expectations with bagels, lox, yogurt and fresh fruit. Would love to return again!"
The price is P8,757
P9,458 total
includes taxes & fees
Apr 9 - Apr 10
Little Cat Lodge
The Brooks Motel
Egyptian cotton sheets, premium bedding, memory foam beds, desk

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (69)
"Nice motel, very clean, comfortable beds, i enjoyed my stay "
The price is P8,233
P8,892 total
includes taxes & fees
Mar 27 - Mar 28
The Brooks Motel
the Alander
Dinner served, American cuisine

the Alander

2.5 star property
9.0 out of 10, Wonderful, (118)
"Nice stay. Really liked the coffee and yogurt that was left. "
The price is P8,025
P8,667 total
includes taxes & fees
Apr 2 - Apr 3
the Alander
The Millbrook Inn
Exterior

The Millbrook Inn

4.0 star property
10.0 out of 10, Exceptional, (5)
"Love it! beautiful inn and amazing food!"
The price is P33,163
P37,516 total
includes taxes & fees
Mar 27 - Mar 28
The Millbrook Inn
Millbrook Country House Bed & Breakfast
Aerial view

Millbrook Country House Bed & Breakfast

4.0 star property
9.0 out of 10, Wonderful, (74)
"Nice, quiet, clean, convenient, charming, nice owners and more..."
The price is P12,379
P14,003 total
includes taxes & fees
Apr 18 - Apr 19
Millbrook Country House Bed & Breakfast
Jenny's Country Manor
Interior

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (126)
"The manager was very amenable to changing our room due to a complaint about a problem we had. And was sincerely concerned. They have a very nice light breakfast on Saturday mornings. "
The price is P8,025
P9,078 total
includes taxes & fees
Apr 8 - Apr 9
Jenny's Country Manor
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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Learn more about Pine Plains

Head to sights like Thompson Pond and Stissing Lake Park as you discover Pine Plains.

See all hotels in Pine Plains

Frequently asked questions

What's the best place for a stay in Pine Plains?

Located 19.8 mi (31.9 km) from the heart of Pine Plains, AutoCamp Catskills is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are Courtyard by Marriott Kingston and Holiday Inn Express & Suites Kingston-Ulster by IHG. See all available top hotels, or vacation rentals in Pine Plains.

If I need to cancel my hotel reservation in Pine Plains, will I receive a refund?

Yes! Most room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pine Plains.

Where can I learn more about changing or cancelling my trip to Pine Plains?

For more information about updating your trip to Pine Plains or cancelling it, head over to our customer service page.

What's the best place to stay for couples in Pine Plains?

Inn at Pine Plains is a favorite B&B for couples, and features pillowtop beds and flat-screen TVs. See all romantic hotels in Pine Plains.

What's the best pet-friendly accommodation in Pine Plains?

Inn at Pine Plains is a top dog-friendly B&B, and offers pillowtop beds for its human guests. See more pet-friendly hotel accommodations in Pine Plains.

Where is the best hotel to stay with easy access to Thompson Pond?

Inn at Pine Plains is one of the top choices for your stay based on our traveler data, and this 3.5-star inn offers free breakfast and free parking. It's located just a short 0.8 mi (1.2 km) from Thompson Pond. Another good option is Jennys Country Manor Lodge, located 4.2 mi (6.7 km) away.

What are some hotels with pools in Pine Plains?

Courtyard by Marriott Kingston: Provides a snack bar/deli, an indoor pool, and free self parking. Best Western Plus Kingston Hotel And Conference Center and Howard Johnson by Wyndham Saugerties are two additional hotels that feature an onsite pool. View all hotels with pools in Pine Plains.

What is the best accommodation for staying close to Columbia County Airport (HCC)?

St. Charles Hotel is one of the top choices for your stay and is a popular hotel, featuring free breakfast and free WiFi. It's located 4.8 mi (7.8 km) from Columbia County Airport. Other good options close to the airport include Modern Farmhouse on 80 Acres and The Nest Hudson.

What is staying in Pine Plains like?

Travelers to Pine Plains will find plenty to explore and enjoy. In Pine Plains, there are 37 hotels and other accommodations to choose from. Find out more about Pine Plains.

What are the top places to visit in Pine Plains?

The picturesque setting of Thompson Pond and Stissing Lake Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are The Stissing Center and Pine Plains Library. Check out what more to see and do in Expedia's Pine Plains guide.

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.