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Our top choices for Pine Plains hotels

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (305 reviews)
"Great stay"
United Kingdom
Katherine
The price is SAR 985
SAR 1,115 total
includes taxes & fees
1 Jun - 2 Jun
Inn at Pine Plains

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
The price is SAR 645
SAR 730 total
includes taxes & fees
14 May - 15 May
The Harlow House

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (851 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is SAR 257
SAR 287 total
includes taxes & fees
17 May - 18 May
Monument Mountain Motel

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,013 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is SAR 317
SAR 354 total
includes taxes & fees
17 May - 18 May
Quality Inn Great Barrington

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (221 reviews)
"Everything was great we can’t wait to return !"
United States
Diana
The price is SAR 597
SAR 806 total
includes taxes & fees
19 May - 20 May
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is SAR 394
SAR 453 total
includes taxes & fees
13 May - 14 May
Locust Tree Bed and Breakfast LLC

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (189 reviews)
"Beautiful place with historic character and charm. Nice, large fluffy towels and pillows on the bed. "
United States
Melissa
The price is SAR 317
SAR 566 total
includes taxes & fees
13 May - 14 May
The Wiltwyck

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (142 reviews)
"Nice spacious room & bathroom with everything I needed. Staff was very helpful."
United States
Caitlin
The price is SAR 466
SAR 527 total
includes taxes & fees
18 May - 19 May
Howard Hotel

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (48 reviews)
"Very comfortable bed, that was mostly what I cared about. I got my beauty sleep)"
United States
Maria
The price is SAR 658
SAR 735 total
includes taxes & fees
18 May - 19 May
Wilder House Berkshires

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (220 reviews)
"A very nice modern yet rustic place. Close to hiking trails! "
United States
Kathleen
The price is SAR 638
SAR 714 total
includes taxes & fees
17 May - 18 May
the Alander

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.4 out of 10, Exceptional, (136 reviews)
"Great location!"
United States
Carla
The price is SAR 536
SAR 621 total
includes taxes & fees
19 May - 20 May
Nautical Nest

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.4 out of 10, Very Good, (41 reviews)
"Beautiful property and rooms great bar and restaurant "
United States
ANDREW
The price is SAR 790
SAR 1,062 total
includes taxes & fees
11 Jun - 12 Jun
Pocketbook Hotel and Bath

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is SAR 712
SAR 795 total
includes taxes & fees
13 May - 14 May
The Berkshire Mountain Inn

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (495 reviews)
"Great stay"
United States
Hitesh
The price is SAR 647
SAR 872 total
includes taxes & fees
8 Jun - 9 Jun
AutoCamp Catskills

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (177 reviews)
"Great staff. "
United States
wesley
The price is SAR 555
SAR 638 total
includes taxes & fees
13 May - 14 May
Blackberry River Inn

Hudson Navigator

Hudson Navigator
2.0 star property
Hudson
9.6 out of 10, Exceptional, (66 reviews)
"Beautiful place to stay"
Canada
marc olivier
The price is SAR 507
SAR 590 total
includes taxes & fees
18 May - 19 May
Hudson Navigator

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (77 reviews)
"The room was very clean and was cleaned daily, staff was very friendly, breakfast buffet was excellent "
United States
John
The price is SAR 571
SAR 639 total
includes taxes & fees
13 May - 14 May
Little Cat Lodge

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (44 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is SAR 521
SAR 582 total
includes taxes & fees
18 May - 19 May
East Rock Inn

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (117 reviews)
"The place is so authentic and beautiful, the owner is so kind and friendly, and we had really good experience "
United States
Tamir
The price is SAR 657
SAR 735 total
includes taxes & fees
13 May - 14 May
Changing Times Boutique Country Lodging
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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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.

Sharon Ct, USA Fall foliage and autumn colors.

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 Best Western Plus Kingston Hotel And Conference Center and Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy. See all available top hotels, or vacation rentals in Pine Plains.
What's the top vacation rental in Pine Plains?
Hamptons on the Hudson in South Saugerties: This vacation home near Pine Plains is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. 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. See more pet-friendly hotel accommodations in Pine Plains.
What are some hotels with pools in Pine Plains?
Courtyard by Marriott Kingston: Features a snack bar/deli, an indoor pool, and free self parking. 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 34 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.