A rustic barn surrounded by autumn foliage on a hillside.

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Our top choices for Pine Plains hotels

1. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
"good location/ walkable to down town !"
United States
teresina
The price is SARĀ 1,032
SARĀ 1,168 total
includes taxes & fees
8 Nov - 9 Nov
Inn at Pine Plains

2. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.2 out of 10, Very good, (1,003 reviews)
"Wonderful stay."
United States
steven
The price is SARĀ 402
SARĀ 455 total
includes taxes & fees
9 Nov - 10 Nov
Beekman Arms and Delamater Inn

3. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (127 reviews)
"A great place to stay!"
United States
Thomas
The price is SARĀ 751
SARĀ 841 total
includes taxes & fees
7 Nov - 8 Nov
Changing Times Boutique Country Lodging

4. The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (52 reviews)
"charming cozy stay, staff was awesome!"
United States
Chelsy
The price is SARĀ 943
SARĀ 1,066 total
includes taxes & fees
8 Nov - 9 Nov
The Millerton Inn

5. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (291 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
The price is SARĀ 619
SARĀ 694 total
includes taxes & fees
20 Nov - 21 Nov
the Alander

6. The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (156 reviews)
"It’s an exceptional place in every aspect. "
United States
William
The price is SARĀ 1,119
SARĀ 1,287 total
includes taxes & fees
23 Nov - 24 Nov
The White Hart

7. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,002 reviews)
"I cannot recommend this hotel enough- from the cleanliness of the rooms, to the comfort of the beds and sitting area couch, to the delicious breakfast each morning. It has everything I needed plus some. And the staff are great!"
United States
Stephanie
The price is SARĀ 469
SARĀ 526 total
includes taxes & fees
6 Dec - 7 Dec
Residence Inn by Marriott Kingston

8. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,001 reviews)
"Very nice hotel in a convenient area too."
United States
Yvette
The price is SARĀ 412
SARĀ 461 total
includes taxes & fees
1 Dec - 2 Dec
Courtyard by Marriott Kingston

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

Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
Lake Katrine
9.4 out of 10, Exceptional, (1,002 reviews)
"The room was clean and spacious. The bathroom was suitable for elderly guests such as my mother. The buffet breakfast was excellent too"
United States
Timothy
The price is SARĀ 413
SARĀ 462 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Kingston-Ulster by IHG

10. The Harlow House

The Harlow House
2.0 star property
Rhinebeck
8.8 out of 10, Excellent, (23 reviews)
"Great place"
United States
Robert
The price is SARĀ 719
SARĀ 814 total
includes taxes & fees
8 Nov - 9 Nov
The Harlow House

11. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (324 reviews)
"Over eight annual visits to this hotel, it has been a wonderful stay each time."
United States
mary
The price is SARĀ 937
SARĀ 1,078 total
includes taxes & fees
6 Dec - 7 Dec
Interlaken Inn & Resort

12. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (144 reviews)
"I like that it has some character and authenticity. Its everything you need in an awesome area, yet tucked away from too much craziness and traffic."
United States
amanda
The price is SARĀ 526
SARĀ 594 total
includes taxes & fees
8 Nov - 9 Nov
Jenny's Country Manor

13. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (86 reviews)
"the minute we arrived the host was helpful, and very nice. He even asked if we needed dinner reservations. The room was clean and pristine. the breakfast was excellent. the host was very cordial and helpful. would definitely recommend. would definitely stay again if in that area"
United States
kenneth
The price is SARĀ 901
SARĀ 1,019 total
includes taxes & fees
8 Nov - 9 Nov
Millbrook Country House Bed & Breakfast

14. Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay. Great breakfast!"
United States
stephen
The price is SARĀ 428
SARĀ 479 total
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn Kingston

15. Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue
3.5 star property
Kingston
9.0 out of 10, Wonderful, (131 reviews)
"Nice to stay in the main Hutton House but also get to enjoy the bar and open air restaurant along the river, just a short walk away."
United States
Victoria
The price is SARĀ 969
SARĀ 1,197 total
includes taxes & fees
6 Dec - 7 Dec
Hutton Brickyards Riverfront Hotel + Venue

16. Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
9.6 out of 10, Exceptional, (69 reviews)
"Our stay at the Rhinecliff Hotel was great! The view is amazing and the hotel was wonderful. Our room was beautiful and clean and had all the amenities we needed (hair dryer, steamer, extra towels, etc.). Checking in and out of the hotel was so easy. Would definitely stay here again!"
United States
Laura
The price is SARĀ 545
SARĀ 617 total
includes taxes & fees
1 Dec - 2 Dec
Rhinecliff Hotel

17. Hotel Kinsley

Hotel Kinsley
3.5 star property
Stockade District
9.0 out of 10, Wonderful, (411 reviews)
"The breakfast could have been better."
United States
David
The price is SARĀ 826
SARĀ 1,088 total
includes taxes & fees
6 Dec - 7 Dec
Hotel Kinsley

18. The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn
3.0 star property
Rhinebeck Village
9.2 out of 10, Wonderful, (125 reviews)
"We enjoyed our stay at The Gables Rhinebeck Inn. We’ll definitely return for another stay.."
United States
maryeliza
The price is SARĀ 702
SARĀ 858 total
includes taxes & fees
11 Nov - 12 Nov
The Gables of Rhinebeck Inn

19. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
Saugerties
8.8 out of 10, Excellent, (825 reviews)
"The room was very clean and the staff were very courteous and helpful."
United States
Jacqueline
The price is SARĀ 477
SARĀ 534 total
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

20. Diamond Mills Resort

Diamond Mills Resort
3.5 star property
Saugerties
9.2 out of 10, Wonderful, (407 reviews)
"We love this day. It was amazing. Everything was clean. The view was beautiful. I would come again."
United States
Shantee
The price is SARĀ 1,186
SARĀ 1,422 total
includes taxes & fees
22 Nov - 23 Nov
Diamond Mills Resort
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.

Hotels recommended for families in Pine Plains

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Stay near popular Pine Plains attractions

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.

A rustic barn surrounded by autumn foliage on a hillside.

Top Pine Plains Hotel Reviews

More cheap stays in Pine Plains

Find out more about Pine Plains

Top reasons to visit Pine Plains

  • Scenic Hiking Trails: Pine Plains offers stunning hiking opportunities through beautiful landscapes, perfect for outdoor enthusiasts.
  • Charming Accommodations: Experience unique bed and breakfasts and agritourism properties, catering to various preferences.
  • Winter Sports: Nearby ski resorts provide thrilling skiing experiences for winter sports lovers.
  • Local Recreation Parks: Enjoy relaxing moments in local parks, ideal for families and couples.
  • Cultural Exploration: Discover the picturesque Litchfield Hills, rich in history and natural beauty.

Find great hotels near Pine Plains

Explore a variety of hotel accommodations in Pine Plains, New York, where charming bed and breakfasts and unique agritourism properties await you. Whether you're seeking a pet-friendly inn or a family-friendly retreat, Pine Plains offers options that cater to adventure seekers and relaxation enthusiasts alike. Discover the best guest rooms and essential hotel information to ensure a memorable stay in this picturesque area.

  • Hampton Inn Kingston: A perfect blend of comfort and convenience, Hampton Inn Kingston is tailored for travelers seeking a welcoming atmosphere. Located 27.4km from Pine Plains, this hotel is LGBTQIA-friendly and pet-friendly, making it an ideal choice for diverse guests. The property is equipped with essential amenities, including complimentary breakfast, a fitness center, and a business center, catering to both leisure and business travelers. With a commitment to inclusivity and service, guests can enjoy a stress-free stay with their pets, as the hotel allows dogs and cats, ensuring a memorable experience for all.
  • Holiday Inn Express & Suites Kingston-Ulster by IHG: Situated 27.4km from Pine Plains, Holiday Inn Express & Suites Kingston-Ulster by IHG offers a comfortable stay with a focus on business travelers. This LGBTQIA-friendly hotel features modern amenities, including complimentary breakfast and Wi-Fi, a fitness center, and a business center to meet all corporate needs. With its welcoming atmosphere and commitment to providing quality service, guests can relax and recharge in a space designed for productivity and comfort.
  • Residence Inn by Marriott Kingston: This 3-star hotel, located 27.4km from Pine Plains, emphasizes extended stays with its spacious suites and home-like amenities. Residence Inn by Marriott Kingston is LGBTQIA-friendly and pet-friendly, allowing guests to travel with their furry companions. The hotel boasts fully equipped kitchens, complimentary breakfast, and a fitness center, along with a welcoming environment for both business and leisure travelers. With unique features like a pet policy that accommodates various needs, guests can enjoy a fulfilling and hassle-free stay.

Where to stay near Pine Plains

Pine Plains, New York, offers a delightful mix of outdoor adventures and charming scenery, perfect for a romantic getaway or family vacation. Explore nearby Litchfield Hills, known for its historic sites and picturesque landscapes. Whether you're strolling through quaint neighborhoods or enjoying the relaxing atmosphere, you'll find a great location that caters to both adventure seekers and those looking for a peaceful retreat—all within walking distance of Pine Plains.

  • Rhinebeck: Located 22.5km from Pine Plains, Rhinebeck is a charming city that offers a delightful blend of outdoor adventures and scenic beauty. With peak visitor numbers in May, July, and September, it's a popular spot for those seeking a vibrant experience year-round. Here, you can explore local landmarks like education institutes, serene lakes, and stunning mountains. Rhinebeck is known for its fairground and shows, making it a perfect destination for families and adventure seekers alike.
  • Ancramdale: Just 6.4km from Pine Plains, Ancramdale is a quaint city that welcomes visitors looking for family-friendly outdoor activities. With peak travel times in July, August, and October, this area features recreational areas, campgrounds, and even skiing opportunities. Nearby attractions include beautiful lakes, lush parks, and a thrilling theme park, providing ample options for fun and relaxation for visitors of all ages.
  • Ancram: Located a mere 8.0km away from Pine Plains, Ancram is a picturesque city that captivates outdoor enthusiasts with its breathtaking scenery and adventure-filled activities. Visitors tend to flock here in April, May, and July, eager to enjoy skiing at local resorts and fields. The area is also home to a national state park, charming beaches, and tranquil lakes, making it a perfect getaway for nature lovers and those seeking a peaceful retreat.

Things to do near Pine Plains

Pine Plains, New York, offers a charming escape for outdoor enthusiasts and couples alike. Enjoy scenic hiking trails, explore vintage aircraft exhibits, and visit local recreation parks. For winter sports fans, nearby ski resorts provide exciting skiing opportunities. Whether you're seeking adventure or a romantic getaway, Pine Plains promises a delightful experience immersed in nature's beauty.

Shopping

Pine Plains offers a charming shopping experience with local gems like Bodhi Tree Gallery, 19.3km away, featuring unique gifts. If you're up for a drive, check out Village Books, 22.5km away, for a cozy selection of reads, and Clarke Outdoors, 27.4km away, for outdoor gear and apparel.

Recreation

At Red Hook Golf Club, enjoy a round of golf surrounded by scenic landscapes, perfect for relaxation and outdoor fun. Saugerties Village Beach invites you to unwind by the water, embracing wellness and tranquility. For a thrilling experience, Kiwanis Ice Arena offers ice skating, combining adventure and entertainment.

Adventure

Experience the scenic Harlem Valley Rail Trail, perfect for hiking and soaking in outdoor adventure vibes, located 11.3km from Pine Plains. For motorsport enthusiasts, Lime Rock Park offers thrilling races 22.5km away. Enjoy an adrenaline rush at Hornets Nest Paintball, just 8.0km from town.

Nightlife

Experience the vibrant nightlife by visiting the Center for Performing Arts at Rhinebeck for captivating theater performances, just 17.7km away. Alternatively, enjoy a show at TriArts Sharon Playhouse, 19.3km away, or catch an engaging performance at the nearby Ancram Opera House, only 8.0km from Pine Plains.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Pine Plains

To save money on your trip to Pine Plains, consider visiting during the cheaper months of March and December to January, avoiding the more expensive July to August and October. Tuesdays are the best days for lower hotel rates, while Saturdays are the priciest. Use Expedia to compare hotel deals and combine your accommodations with flights and activities for additional savings. Additionally, explore free local attractions and utilize affordable public transport to keep your travel costs down.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pine Plains are March and December to January, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pine Plains is Tuesday. The most expensive day to stay in Pine Plains is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and the type of hotel you’re looking for. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Pine Plains with your flights and activities through an Expedia package deal.

Find the best attractions in and around Pine Plains

Pine Plains, New York, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore stunning national state parks, serene lakes, and beautiful nature reserves, offering a mix of adventure and cultural experiences. Whether you're hiking through scenic landscapes or enjoying the tranquility of the surroundings, Pine Plains promises memorable moments for every traveler.

  • Omega Institute: Located 17.7km from Pine Plains, Omega Institute is renowned for its holistic programs and workshops. Nestled in a serene environment, it offers a unique blend of historical charm and urban energy, promoting wellness and personal growth.
  • Bard College: Situated 20.9km away, Bard College is a prestigious institution with a rich history. Its beautiful campus is a hub of culture, featuring art galleries, performances, and lectures that celebrate creativity and intellectual exploration.
  • Thompson Pond: Right within Pine Plains, Thompson Pond offers a tranquil escape. With its secluded surroundings, it’s perfect for romantic strolls, peaceful picnics, and enjoying nature's beauty.

Best time to go to Pine Plains

The best time to visit Pine Plains is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.4°F (-4.2°C)Light RainMostly CloudyAverageSlightly Low
February26.4°F (-3.1°C)Light RainMostly CloudyAverageAverage
March34.2°F (1.2°C)Light RainMostly CloudyAverageSlightly Low
April45.9°F (7.7°C)Light RainMostly CloudyModerately HighAverage
May57.2°F (14.0°C)Light RainMostly SunnyAverageAverage
June65.1°F (18.4°C)Light RainMostly SunnyAverageAverage
July71.4°F (21.9°C)Light RainMostly SunnyModerately HighSlightly High
August69.4°F (20.8°C)Light RainMostly SunnyModerately HighSlightly High
September62.4°F (16.9°C)Light RainMostly SunnyAverageAverage
October51.3°F (10.7°C)Light RainMostly SunnyModerately LowSlightly High
November39.0°F (3.9°C)Light RainMostly SunnyModerately LowAverage
December30.6°F (-0.8°C)Light RainMostly CloudyModerately LowSlightly Low

The nearest major airports for your trip to Pine Plains

Pine Plains, New York, is conveniently accessible via several major airports. Hartford, CT (BDL-Bradley Intl.) is 80.5km away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and the Marriott Hartford Downtown, 19.3km away. ALBany, NY (ALB-Albany Intl.) lies 85.3km from Pine Plains, featuring the Park Manor Hotel and The Landing Hotel, both 12.9km from the airport. The closest option is Newburgh, NY (SWF-Stewart Intl.), located 64.4km away, where you can stay at The Dutchess Inn and Spa at Beacon, just 9.7km from the airport. Transportation services are available from these hotels to their respective airports.

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 Beekman Arms and Delamater Inn and Quality Inn Great Barrington. See all available top hotels, or vacation rentals in Pine Plains.
What's the top vacation rental in Pine Plains?
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: Located near Pine Plains, this vacation home rental is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. See all 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 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. Other good choices for you and your pet include 2 Adjacent Polo Homes w/ Big Yards & Farm Backdrop and Polo Field Farm House. See more pet-friendly hotel accommodations in Pine Plains.
What are some hotels with pools in Pine Plains?
Pocketbook Hotel and Bath: Features a steam room, 3 indoor pools, and spa services. Courtyard by Marriott Kingston and Kingston Regency Inn 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 33 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.