A rustic barn surrounded by autumn foliage on a hillside.

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Check prices for these dates

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

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Our top choices for Pine Plains hotels

1. Inn at Pine Plains

Inn at Pine Plains
Pine Plains
United States
teresina
AED 919
AED 1,040 total
includes taxes & fees
18 Oct - 19 Oct
Inn at Pine Plains

2. The Millerton Inn

The Millerton Inn
Millerton
United States
Chelsy
AED 766
AED 866 total
includes taxes & fees
26 Oct - 27 Oct
The Millerton Inn

3. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
Rhinebeck Village
United States
Katherine
AED 559
AED 632 total
includes taxes & fees
9 Nov - 10 Nov
Beekman Arms and Delamater Inn

4. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
Craryville
United States
Thomas
AED 735
AED 823 total
includes taxes & fees
19 Oct - 20 Oct
Changing Times Boutique Country Lodging

5. the Alander

the Alander
Copake
United States
Luis
AED 514
AED 576 total
includes taxes & fees
19 Oct - 20 Oct
the Alander

6. Jenny's Country Manor

Jenny's Country Manor
Red Hook
United States
amanda
AED 514
AED 582 total
includes taxes & fees
18 Oct - 19 Oct
Jenny's Country Manor

7. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
Kingston
United States
Lamisa
AED 525
AED 588 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Kingston

8. The Harlow House

The Harlow House
Rhinebeck
United States
George
AED 721
AED 815 total
includes taxes & fees
3 Nov - 4 Nov
The Harlow House

9. The White Hart

The White Hart
Salisbury
United States
William
AED 1,134
AED 1,304 total
includes taxes & fees
15 Nov - 16 Nov
The White Hart

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

Holiday Inn Express & Suites Kingston-Ulster by IHG
Lake Katrine
United States
Timothy
AED 448
AED 502 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Kingston-Ulster by IHG

11. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
United States
Jennifer
AED 449
AED 503 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Kingston

12. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
Millbrook
United States
kenneth
AED 882
AED 997 total
includes taxes & fees
25 Oct - 26 Oct
Millbrook Country House Bed & Breakfast

13. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
Kingston
United States
Roberta
AED 465
AED 521 total
includes taxes & fees
25 Oct - 26 Oct
Courtyard by Marriott Kingston

14. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
United States
Stacie
AED 988
AED 1,137 total
includes taxes & fees
8 Nov - 9 Nov
Interlaken Inn & Resort

15. Rhinecliff Hotel

Rhinecliff Hotel
Rhinecliff
United States
Francine
AED 627
AED 710 total
includes taxes & fees
3 Nov - 4 Nov
Rhinecliff Hotel

16. Diamond Mills Resort

Diamond Mills Resort
Saugerties
United States
luping
AED 976
AED 1,185 total
includes taxes & fees
19 Oct - 20 Oct
Diamond Mills Resort

17. Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
Hyde Park
United States
Jon
AED 265
AED 300 total
includes taxes & fees
8 Nov - 9 Nov
Quality Inn Hyde Park Poughkeepsie North

18. The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn
Rhinebeck Village
United States
maryeliza
AED 883
AED 1,079 total
includes taxes & fees
19 Oct - 20 Oct
The Gables of Rhinebeck Inn

19. Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue
Kingston
United States
Victoria
AED 1,008
AED 1,239 total
includes taxes & fees
28 Oct - 29 Oct
Hutton Brickyards Riverfront Hotel + Venue

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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Saugerties
United States
Linda
AED 452
AED 506 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
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Stay near popular Pine Plains attractions

The Stissing Center

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

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

8/10 Good
"Spa was lovely."
Leandro 1-night trip
Posted 3 hours ago
Pocketbook Hotel and Bath
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

8/10 Good
"Hotel was nice , clean and the staff was friendly"
Roberta 3-night trip
Posted 1 day ago
Courtyard by Marriott Kingston
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"The hotel is in a good location. There are some good restaurants within walking distance. Only one complaint is that the bathroom fan is very loud."
Cynthia 3-night trip
Posted 1 day ago
Quality Inn Great Barrington
Mirbeau Inn & Spa

Mirbeau Inn & Spa

10/10 Excellent
"An incredible experience from the moment we checked in until we left. The hotel was beautiful with great amenities. The spa was perfect and spent an enjoyable day there with my sisters. The staff couldn’t be friendlier and more helpful. Love the location, easy access to downtown to all the shops and great restaurants. Highly recommend."
Margaret 2-night trip
Posted 2 days ago
Mirbeau Inn & Spa
Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston

8/10 Good
"Josh was super helpful at Check-in. Very accommodating and super polite. The property was heavily used by semi-permanent guests and needed a bit of cleaning. I was there to close out a storage unit, so the accommodation was very adequate with close proximity to good eateries and downtown Kingston. My room was quiet and had everything I needed. All good."
Kenneth 4-night trip
Posted 4 days ago
Super 8 by Wyndham Kingston
Hotel Kinsley

Hotel Kinsley

8/10 Good
"Check in staff only provided information on parking and the address our room was located. It would have been extremely helpful to inform us of the free breakfast, restaurant coupon and the use of the outdoor patio as we bought breakfast out and paid for dessert at the Hotel Kinsey restaurant. The room was very clean."
Melissa 2-night trip
Posted 10 days ago
Hotel Kinsley
Inn at Pine Plains

Inn at Pine Plains

8/10 Good
"good location/ walkable to down town !"
teresina 1-night trip
Posted 2 weeks ago
Inn at Pine Plains

More cheap stays in Pine Plains

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

4142 Albany Post Rd Hyde Park NY
AED 265
AED 300 total
8 Nov - 9 Nov
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Quality Inn Hyde Park Poughkeepsie North
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
AED 278
AED 310 total
8 Nov - 9 Nov
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Quality Inn Great Barrington
Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston

487 Washington Ave Kingston NY
AED 309
AED 346 total
25 Oct - 26 Oct
includes taxes & fees
Super 8 by Wyndham Kingston
St. Charles Hotel

St. Charles Hotel

16 Park Place Hudson NY
AED 468
AED 529 total
15 Nov - 16 Nov
includes taxes & fees
6.6/10 (1,000 reviews)
St. Charles Hotel
Kingston Regency Inn

Kingston Regency Inn

503 Washington Avenue Kingston NY
AED 463
AED 569 total
2 Nov - 3 Nov
includes taxes & fees
6/10 (87 reviews)
Kingston Regency Inn
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

549 Washington Street Hudson NY
AED 859
AED 1,137 total
15 Nov - 16 Nov
includes taxes & fees
8.6/10 Excellent! (92 reviews)
Pocketbook Hotel and Bath

Hotels in Pine Plains with star-rating

Find out more about Pine Plains

Top reasons to visit Pine Plains

  • Outdoor Adventures: Pine Plains is perfect for hiking, skiing, and exploring scenic parks and lakes, ideal for nature lovers.
  • Historic Charm: The town features numerous historic sites within walking distance, offering a quaint retreat for visitors.
  • Vintage Aircraft Exploration: Experience unique opportunities to discover and learn about vintage aircraft in the area.
  • Charming Accommodations: Stay in cozy bed & breakfasts or agritourism properties that cater to various traveler preferences.
  • Nearby Litchfield Hills: Enjoy the stunning scenery and relaxing atmosphere of the picturesque Litchfield Hills.

Find great hotels near Pine Plains

Discover the charming accommodations in Pine Plains, New York, where a blend of agritourism properties and cozy bed & breakfasts await you. Whether you're seeking pet-friendly options, family-friendly environments, or adventure-filled experiences, you'll find a variety of choices to suit your needs. From the Inn at Pine Plains to other delightful hotels, this guide will help you navigate the best lodging options for a memorable stay.

  • Hampton Inn Kingston: This welcoming hotel is ideal for travelers seeking a blend of comfort and convenience. Located 27.4km from Pine Plains, Hampton Inn Kingston prides itself on being LGBTQIA-friendly and pet-friendly, making it a great choice for diverse travelers. The hotel features amenities that cater to business needs, along with a warm atmosphere. Guests appreciate the pet policy that allows dogs and cats, with specific guidelines in place. With a commitment to inclusivity and a focus on providing a pleasant stay for all, this hotel offers a great base for exploring the Hudson Valley.
  • Holiday Inn Express & Suites Kingston-Ulster by IHG: Positioned 27.4km from Pine Plains, this hotel is perfect for business travelers and those seeking a welcoming environment for LGBTQIA guests. Holiday Inn Express & Suites Kingston-Ulster emphasizes convenience with its thoughtful amenities designed for modern travelers. Guests enjoy complimentary breakfast and a business center, ensuring all their needs are met during their stay. The hotel is well-regarded for its friendly staff and clean, comfortable rooms, making it a reliable choice for both leisure and work-related trips in the area.
  • Residence Inn by Marriott Kingston: A 3-star gem located 27.4km from Pine Plains, Residence Inn by Marriott Kingston offers a home-like experience with spacious suites that provide the perfect balance of comfort and functionality. This hotel is LGBTQIA-friendly and pet-friendly, welcoming guests traveling with their furry companions. With amenities such as complimentary breakfast, an outdoor pool, and a fitness center, guests can enjoy a relaxing stay. The property’s focus on long-term comfort, coupled with a friendly staff, makes it an excellent choice for those looking to settle in during their Hudson Valley adventures.

Where to stay near Pine Plains

Pine Plains offers a delightful blend of outdoor adventures and historic charm, making it an ideal vacation spot. Explore the nearby Litchfield Hills for stunning scenery and a relaxing atmosphere. You’ll find a plethora of historic sites within walking distance, perfect for families and those seeking a charming retreat. From thrilling activities to serene landscapes, Pine Plains and its surroundings promise an unforgettable getaway that caters to every traveler’s taste.

  • Rhinebeck: Situated 22.5km away from Pine Plains, Rhinebeck is a charming town that offers a delightful mix of outdoor adventure and scenic beauty. Known for its rich history and vibrant arts scene, visitors flock here for experiences such as hiking in nearby parks, exploring local galleries, and enjoying community events. Notable landmarks include the picturesque institute and nearby lake, which provide stunning views. The fairground hosts lively shows throughout the year, making it a hub of activity, especially during peak months like May, July, and September.
  • Ancramdale: Just 6.4km from Pine Plains, Ancramdale is a hidden gem for families and adventure seekers alike. This quaint city offers a range of outdoor activities, from camping in lush recreational areas to skiing in the winter months. The welcoming environment is perfect for family outings, with nearby parks and a theme park ensuring fun for all ages. Visitor numbers are highest in July to August and October, making it a lively spot to connect with nature and enjoy seasonal festivities.
  • Ancram: Located 8.0km from Pine Plains, Ancram is a paradise for outdoor enthusiasts and ski lovers. With its proximity to national state parks and beautiful lakes, it offers a plethora of adventure activities year-round. The city is particularly popular in the spring and summer months, attracting visitors who indulge in hiking, skiing, and exploring the scenic landscapes. Ancram's ski resorts and fields provide thrilling winter sports opportunities, making it a year-round destination for those seeking adventure.

Things to do near Pine Plains

Pine Plains offers an ideal getaway for outdoor enthusiasts, featuring scenic hiking trails and opportunities to explore vintage aircraft. Visitors can enjoy the local recreation park and partake in skiing at nearby resorts, making it perfect for adventure seekers and nature lovers alike. Whether you're looking to relax in nature or engage in exciting activities, Pine Plains has something for everyone.

Shopping

Pine Plains offers a charming shopping experience with local gems like Bodhi Tree Gallery, 19.3km away, and Village Books, 22.5km away. If you're up for a drive, check out Clarke Outdoors, located 27.4km from Pine Plains, for outdoor gear and unique finds.

Recreation

At Red Hook Golf Club, enjoy a round of golf surrounded by picturesque landscapes, perfect for both relaxation and sport. For a serene day, visit Saugerties Village Beach to unwind by the water and soak in the natural beauty. For some excitement, head to Kiwanis Ice Arena for ice skating fun.

Adventure

The Harlem Valley Rail Trail, located 11.3km from Pine Plains, offers scenic hiking experiences through beautiful landscapes. For motorsport enthusiasts, Lime Rock Park, 22.5km away, hosts thrilling races in an electrifying atmosphere. Additionally, Hornets Nest Paintball, just 8.0km from town, promises action-packed adventure activities for all ages.

Nightlife

Experience the vibrant nightlife in Pine Plains by visiting the Ancram Opera House, just 8.0km away, for captivating performances. For more theater magic, head to the Center for Performing Arts at Rhinebeck or TriArts Sharon Playhouse, both offering rich cultural experiences within a short drive.

*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 during your vacation in Pine Plains, consider visiting in March or between December and January, when accommodation prices are lower. Tuesdays are the cheapest days to stay, while Saturdays tend to be the most expensive. Use Expedia’s search tool to compare prices and find the best deals by sorting options from lowest to highest. Additionally, look for package deals that combine your hotel, flights, and activities for extra savings. Take advantage of free local attractions to enjoy the area without straining your budget.

  • 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 customize your options based on your budget, preferred location, and the type of hotel you’re looking for. To find the best prices and deals, make sure to 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.

Find the best attractions in and around Pine Plains

Pine Plains, New York, is a perfect destination for outdoor enthusiasts and adventure seekers. Visitors can explore beautiful state parks, serene lakes, and nature reserves that highlight the area's stunning scenery. With a mix of outdoor activities and cultural experiences, Pine Plains offers a variety of attractions that cater to all types of travelers looking to immerse themselves in nature and adventure.

  • Omega Institute: Located 17.7km from Pine Plains, the Omega Institute offers a unique blend of historical and urban vibes. As a renowned center for wellness and personal growth, visitors can participate in workshops, enjoy scenic landscapes, and soak in the tranquil atmosphere.
  • Bard College: Situated 20.9km away, Bard College is a historic institution that exudes cultural vibes. Explore its beautiful campus, renowned arts programs, and vibrant community events that celebrate creativity and intellect.
  • Thompson Pond: Right within Pine Plains, Thompson Pond provides a relaxing and romantic escape. This secluded spot is perfect for picnicking, birdwatching, or simply enjoying the serene waters and natural beauty surrounding you.

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

When planning your trip to Pine Plains, New York, you can fly into several nearby airports. Hartford, CT (BDL-Bradley Intl.) is located 80.5km away, with good hotel options like DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. Albany, NY (ALB-Albany Intl.) is 85.3km away, offering hotels such as Park Manor Hotel, 12.9km from the airport. Newburgh, NY (SWF-Stewart Intl.) is the closest at 64.4km, featuring The Dutchess Inn and Spa at Beacon, 9.7km away. Transportation services to the airports are conveniently available from these hotels, ensuring easy access for your travels.

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.