A rustic barn surrounded by autumn foliage on a hillside.

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Check prices for these dates

Tonight
16 Aug - 17 Aug
Tomorrow
17 Aug - 18 Aug
Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug

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Our top choices for Pine Plains hotels

1. Inn at Pine Plains

Inn at Pine Plains
Pine Plains
United Kingdom
Katherine
NZ$528
includes taxes & fees
17 Aug - 18 Aug
Inn at Pine Plains

2. Gatherwild Ranch

Gatherwild Ranch
Germantown
NZ$406
includes taxes & fees
17 Aug - 18 Aug
Gatherwild Ranch

3. the Alander

the Alander
Copake
United States
Jerry
NZ$323
includes taxes & fees
20 Aug - 21 Aug
the Alander

4. Jenny's Country Manor

Jenny's Country Manor
Red Hook
United States
Georgi
NZ$269
includes taxes & fees
17 Aug - 18 Aug
Jenny's Country Manor

5. The Harlow House

The Harlow House
Rhinebeck
United States
Lauren
NZ$354
includes taxes & fees
19 Aug - 20 Aug
The Harlow House

6. Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
Lake Katrine
United States
Mark
NZ$247
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Express & Suites Kingston-Ulster by IHG

7. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
Craryville
United States
Allyson
NZ$380
includes taxes & fees
17 Aug - 18 Aug
Changing Times Boutique Country Lodging

8. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
Rhinebeck Village
United States
Marisa
NZ$290
includes taxes & fees
3 Sept - 4 Sept
Beekman Arms and Delamater Inn

9. The Millerton Inn

The Millerton Inn
Millerton
United States
Bernadette
NZ$482
includes taxes & fees
17 Aug - 18 Aug
The Millerton Inn

10. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
Kingston
United States
NATASHA
NZ$225
includes taxes & fees
23 Aug - 24 Aug
Courtyard by Marriott Kingston

11. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Jolie
NZ$340
includes taxes & fees
17 Aug - 18 Aug
Little Cat Lodge

12. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
United States
Brenda J
NZ$250
includes taxes & fees
13 Sept - 14 Sept
Hampton Inn Kingston

13. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
United States
Stacie
NZ$472
includes taxes & fees
30 Aug - 31 Aug
Interlaken Inn & Resort

14. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
East Canaan
United States
Kay
NZ$205
includes taxes & fees
17 Aug - 18 Aug
Locust Tree Bed and Breakfast LLC

15. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
Kingston
United States
Ali
NZ$257
includes taxes & fees
23 Aug - 24 Aug
Residence Inn by Marriott Kingston

16. Rhinebeck Village Inn

Rhinebeck Village Inn
Rhinebeck Village
United States
Rachel
NZ$223
includes taxes & fees
6 Sept - 7 Sept
Rhinebeck Village Inn

17. Rhinecliff Hotel

Rhinecliff Hotel
Rhinecliff
United States
RONDA
NZ$353
includes taxes & fees
19 Aug - 20 Aug
Rhinecliff Hotel

18. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
Millbrook
United States
Beth
NZ$461
includes taxes & fees
20 Aug - 21 Aug
Millbrook Country House Bed & Breakfast

19. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Lynn
NZ$176
includes taxes & fees
7 Sept - 8 Sept
Quality Inn Great Barrington
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Stay near popular Pine Plains attractions

The Stissing Center

This restored historic venue hosts diverse performances from music to theatre in Pine Plains, New York. Immerse yourself in intimate cultural experiences where historic charm meets modern artistic expression.
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Thompson Pond

8.0/10 (1 review)
This 15,000-year-old glacial kettle pond offers a peaceful 2.7-mile trail through diverse ecosystems. Bring binoculars to spot some of the 160 bird species that inhabit this National Natural Landmark.
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Stissing Lake Park

Stissing Lake Park offers a serene lakeside escape with clear waters perfect for swimming and fishing. Families gather at picnic areas surrounded by natural beauty, creating a peaceful retreat from everyday life.
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Gallatin Town Hall

Gallatin Town Hall serves as the administrative heart of the community, hosting public meetings and town services. Monthly board meetings are held on the third Tuesday at 6:30 PM.
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Pine Plains Library

This welcoming community library offers diverse programs and a rich collection. Enjoy comfortable reading areas and free Wi-Fi while exploring local history resources with help from knowledgeable staff.
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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
A rustic barn surrounded by autumn foliage on a hillside.

Top Pine Plains Hotel Reviews

Recent Reviews in Pine Plains

Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Staff was wonderful and welcoming. Room was clean but rug was stained. There was no decaf coffee at breakfast. We would definitely stay there again"
Janet 1-night trip
Posted 2 hours ago
Quality Inn Great Barrington
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"This is a great getaway trip. It was relaxing and very enjoyable. The place was beautiful and everything was perfectly set up. From easy check in to easy check out. I would recommend and definitely come back!"
Brittany 2-night trip
Posted 11 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

8/10 Good
"Expensive"
Jennifer 2-night trip
Posted 15 hours ago
Residence Inn by Marriott Kingston
AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"I had a great experience at AutoCamp! The property was beautiful, clean, and very peaceful. The staff was friendly and welcoming, and everything was well maintained. I also really loved how pet-friendly it is, which made the experience even better. It was such a relaxing getaway and a great way to enjoy the outdoors while still being comfortable. I would definitely recommend AutoCamp and would love to come back again!"
Nidia 3-night trip
Posted 16 hours ago
AutoCamp Catskills
Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston

10/10 Excellent
"Very good"
Alvaro 1-night trip
Posted 19 hours ago
Super 8 by Wyndham Kingston
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"It was a good place to stay"
Joshua 3-night trip
Posted 1 day ago
Quality Inn Hyde Park Poughkeepsie North
Hampton Inn Kingston

Hampton Inn Kingston

8/10 Good
"The property was well-maintained. The pool was wonderful. The breakfast was good and so convenient when you are traveling for the day. My only criticism would be that there was no exhaust fan in the bathroom."
Nancy 2-night trip
Posted 2 days ago
Hampton Inn Kingston
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Very nice facilities. My wife especially enjoyed the warm indoor pool."
Wesley 1-night trip
Posted 5 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
St. Charles Hotel

St. Charles Hotel

8/10 Good
"It’s basic, it’s simple, it gets the job done. I didn’t use the shower, but the sink water pressure was a little lower than preferred. It’s in a fantastic location at a great price for what you need. Clean rooms. Didn’t think it would be clean when I walked in, but it totally was. 2 small kids wanted to watch TV, and the WiFi wasn’t strong enough, that was the main issue for my stay. It did however work for iPads. What I will commend was that the owner (presumably) picked up the phone right away and sent the manager to help. It didn’t for the TV, but at least the iPads worked. A few WiFi extenders is likely all that’s needed. I’d definitely stay again. Thanks again St, Charles! And owner and manager."
Robert 1-night trip
Posted 7 days ago
St. Charles Hotel

More cheap accommodation in Pine Plains

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston

487 Washington Ave Kingston NY
NZ$160
13 Sept - 14 Sept
includes taxes & fees
6.2/10 (1,016 reviews)
Super 8 by Wyndham Kingston
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

4142 Albany Post Rd Hyde Park NY
NZ$170
15 Sept - 16 Sept
includes taxes & fees
8/10 Very good! (1,023 reviews)
Quality Inn Hyde Park Poughkeepsie North
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
NZ$176
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
Quality Inn Great Barrington
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2764 Route 32 Saugerties NY
NZ$216
13 Sept - 14 Sept
includes taxes & fees
Howard Johnson by Wyndham Saugerties
St. Charles Hotel

St. Charles Hotel

16 Park Place Hudson NY
NZ$364
24 Aug - 25 Aug
includes taxes & fees
St. Charles Hotel
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

549 Washington Street Hudson NY
NZ$489
31 Aug - 1 Sept
includes taxes & fees
Pocketbook Hotel and Bath

Frequently asked questions

What is the best area to stay in Pine Plains?
The best area to stay in Pine Plains is within the hamlet itself, particularly around the main thoroughfare, Route 199.This central area is where you'll find the core of Pine Plains, including the local shops, eateries, and a general sense of community. The historic Pine Plains Hotel, a local landmark, anchors this part of town. It's a convenient base for exploring the surrounding countryside, with easy access to roads leading to nearby attractions. Couples looking for a quiet getaway will appreciate the relaxed pace and the ability to stroll to dinner or browse local shops.For those prioritising a tranquil, rural escape, the areas just outside the hamlet centre, particularly those bordering Stissing Mountain and its namesake lake, offer a wonderful retreat. Here, you'll find properties with more expansive grounds, often featuring views of the rolling hills and woodlands.
What are the best hotels in Pine Plains that travellers recommend?
For a highly recommended hotel in Pine Plains, the Inn at Pine Plains is an excellent choice.This 3.5-star hotel, with an outstanding 9.8 rating, is frequently praised by guests for its convenient location and clean suites. It offers amenities such as deep soaking bathtubs, air conditioning, and premium bedding for a comfortable stay. Guests can also enjoy a complimentary continental breakfast, adding to the convenience. The Inn at Pine Plains is well-situated, being just 0.3 km from Pine Plains Library, 1.2 km from Thompson Pond, and 1.5 km from Stissing Lake Park.
What hotels in Pine Plains offer free breakfast?
For hotels in Pine Plains that offer a complimentary breakfast, the Inn at Pine Plains is an excellent choice.This 3.5-star hotel, with an outstanding 9.8 rating, provides a free continental breakfast daily. Guests frequently praise its excellent location, with Stissing Lake Park just 1.5 km away and the Pine Plains Library a mere 0.3 km. The Inn at Pine Plains also offers free self-parking and allows pets to stay without charge, adding to its convenience.
What are the top pet-friendly hotels in Pine Plains?
For a top pet-friendly hotel in Pine Plains, the Inn at Pine Plains is an excellent choice.This 3.5-star hotel, with an outstanding 9.8 rating, warmly welcomes pets, and they even stay for free. Guests particularly appreciate the complimentary continental breakfast and the hotel's convenient location. It is just 0.3 kilometres from Pine Plains Library, 1.2 kilometres from Thompson Pond, and 1.5 kilometres from Stissing Lake Park. Past guests have frequently highlighted the great location and the cleanliness of the suites.
What are the best hotels in Pine Plains near Thompson Pond?
For a highly-rated hotel in Pine Plains near Thompson Pond, the Inn at Pine Plains is an excellent choice.This 3.5-star hotel, with an impressive 9.8 rating, is located just 1.2 kilometres from Thompson Pond. Guests consistently highlight the great location and clean suites. The Inn at Pine Plains also offers complimentary continental breakfast, free toiletries, and free self-parking, making it a convenient stay for families. Additionally, pets are welcome to stay for free.
When is the best time to go to Pine Plains?
The best areas to stay in Pine Plains are the village centre and the surrounding rural areas.The village centre of Pine Plains offers a convenient and pleasant base for your stay. You'll find a selection of local shops, eateries, and a general store, all within easy walking distance. The village green is a central feature, often hosting community events. This area is ideal for travellers who appreciate having amenities close by and enjoy a stroll through a traditional small town.For those seeking a more tranquil and secluded experience, the rural areas just outside the village centre are excellent. Here, you'll find larger properties, often with expansive grounds, offering privacy and direct access to the natural beauty of the Hudson Valley. This is particularly good for families looking for space for children to play or couples desiring a quiet retreat.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Pine Plains.
How can I save on a hotel booking in Pine Plains with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Pine Plains hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Pine Plains?
Prices for hotels in Pine Plains often vary, but you can find a great deal from NZ$160 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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