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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, (289)
"Beautiful place. Accomadating staff. A lovely place to stay"
Inn at Pine Plains
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (126)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is P9,381
P10,788 total
includes taxes & fees
Sep 2 - Sep 3
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, (400)
"A positively delightful B&B in a beautiful town. "
The price is P5,993
P6,892 total
includes taxes & fees
Aug 19 - Aug 20
Locust Tree Bed and Breakfast LLC
Hitching Post Country Motel
Front of property

Hitching Post Country Motel

2.5 star property
6.6 out of 10, (61)
"It was all I needed Hosts were very gracious. "
The price is P7,420
P8,533 total
includes taxes & fees
Aug 19 - Aug 20
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, (137)
"Cozy small inn with everything needed. Surrounded by massive green and vintage looking lawn. "
The price is P11,358
P13,062 total
includes taxes & fees
Aug 19 - Aug 20
Cornwall Inn and Lodge
Wilder House Berkshires
1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (29)
"Brads and Lara both served a fabulous breakfast. So friendly and welcoming! The bed was very comfortable. Only complaint was that the cabinet, closet door needs to be greased with WD 40 please on the hinges! A terrible & loud screeching noise!"
The price is P9,863
P11,017 total
includes taxes & fees
Sep 9 - Sep 10
Wilder House Berkshires
East Rock Inn
Private kitchen

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (29)
"Quit eat and comfortable "
The price is P8,788
P9,816 total
includes taxes & fees
Sep 1 - Sep 2
East Rock Inn
The Kent Collection - The Firefly Inn
Lobby sitting area

The Kent Collection - The Firefly Inn

2.0 star property
The price is P16,335
P18,786 total
includes taxes & fees
Aug 19 - Aug 20
The Kent Collection - The Firefly 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, (727)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
The price is P9,532
P10,647 total
includes taxes & fees
Aug 25 - Aug 26
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Holiday Inn Express Hotel & Suites Great Barrington by IHG
1 bedroom, premium bedding, pillowtop beds, in-room safe

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (649)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is P7,078
P7,906 total
includes taxes & fees
Sep 1 - Sep 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
8.8 out of 10, Excellent, (739)
"A great mom & pop motel. Clean and friendly "
Monument Mountain Motel
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1007)
"Nice motel in the city center "
The price is P5,288
P5,907 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn
9 Academy
1 bedroom, 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 P31,392
P36,101 total
includes taxes & fees
Sep 7 - Sep 8
9 Academy
The White Hart
1 bedroom, minibar, desk, iron/ironing board

The White Hart

4.0 star property
9.6 out of 10, Exceptional, (137)
"Restaurant was fabulous. Rooms were quaint and comfortable. Staff was excellent "
The price is P18,773
P21,589 total
includes taxes & fees
Sep 8 - Sep 9
The White Hart
Interlaken Inn & Resort
Porch

Interlaken Inn & Resort

3.5 star property
8.2 out of 10, Very Good, (258)
"The staff is courteous and accommodating especially the restaurant staff."
The price is P14,332
P16,482 total
includes taxes & fees
Aug 19 - Aug 20
Interlaken Inn & Resort
Prospect Berkshires
1 bedroom, Egyptian cotton sheets, premium bedding, down comforters

Prospect Berkshires

3.0 star property
9.0 out of 10, Wonderful, (2)
"So fantastic!! The cabins are gorgeous and very well appointed. We are going back!"
The price is P21,832
P26,299 total
includes taxes & fees
Sep 1 - Sep 2
Prospect Berkshires
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (57)
"Great place"
Little Cat Lodge
The Brooks Motel
1 bedroom, Egyptian cotton sheets, premium bedding, memory foam beds

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (95)
"Basic, clean and good value for the money."
The price is P8,504
P9,525 total
includes taxes & fees
Sep 1 - Sep 2
The Brooks Motel
the Alander
Dinner served, American cuisine

the Alander

2.5 star property
9.0 out of 10, Wonderful, (155)
"Beautiful area. Quiet, peaceful and nicely appointed room. Dinner at the restaurant was excellent. "
The price is P9,132
P10,228 total
includes taxes & fees
Aug 19 - Aug 20
the Alander
Millbrook Country House Bed & Breakfast
Aerial view

Millbrook Country House Bed & Breakfast

4.0 star property
9.0 out of 10, Wonderful, (77)
"Gracious host and great breakfast "
The price is P11,301
P12,785 total
includes taxes & fees
Sep 8 - Sep 9
Millbrook Country House Bed & Breakfast
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

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

Top Pine Plains Hotel Reviews

Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"Really nice breakfast with oatmeal make your own waffles eggs etc. Beds were comfortable and pillows were very fluffy. Coffee in the foyer area at all times. The hotel was set back from road so gps was having a little trouble. The street was basically a franchise row with a cvs next door. Pool and small gym also there. "
Joseph R 1-night trip
Posted 1 day ago
Hampton Inn Kingston

Frequently asked questions

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

Based on our traveler data, Inn at Pine Plains is one of the top choices for your stay. This B&B offers free breakfast and free parking. Two other choices for your trip to the area are Best Western Plus Kingston Hotel And Conference Center and Quality Inn Hyde Park Poughkeepsie North. 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.

What are some hotels with pools in Pine Plains?

Best Western Plus Kingston Hotel And Conference Center: Provides a children's pool, an indoor pool, and buffet. Hampton Inn Kingston and Courtyard by Marriott Kingston 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 39 hotels and other accommodations to choose from. Find out more about Pine Plains.

What are the top places to visit in Pine Plains?

Favorite places to visit include Stissing Lake Park, The Stissing Center, and Pine Plains Library. A couple of additional sights to add to your agenda are Thompson Pond and Gallatin Town Hall. 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.