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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 NT$8,681
NT$9,820 total
includes taxes & fees
May 3 - May 4
Inn at Pine Plains

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,001 reviews)
"Very friendly staff and conviently located"
United States
Dawn
The price is NT$2,669
NT$2,981 total
includes taxes & fees
May 4 - May 5
Quality Inn Great Barrington

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, (1,001 reviews)
"Clean and tidy with very kind helpful staff. "
United States
Crystal
The price is NT$3,851
NT$4,313 total
includes taxes & fees
May 10 - May 11
Holiday Inn Express & Suites Kingston-Ulster by IHG

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (845 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is NT$2,159
NT$2,412 total
includes taxes & fees
May 7 - May 8
Monument Mountain Motel

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, (215 reviews)
"Everything was great we can’t wait to return !"
United States
Diana
The price is NT$5,019
NT$6,784 total
includes taxes & fees
May 12 - May 13
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 NT$3,314
NT$3,812 total
includes taxes & fees
May 2 - May 3
Locust Tree Bed and Breakfast LLC

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (778 reviews)
"Staff made our stay enjoyable. Very friendly and extremely helpful. Wanted to check in earlier then normal. They were very helpful. Breakfast was normal chain breakfast. Very quiet hotel."
United States
Graham
The price is NT$4,798
NT$5,359 total
includes taxes & fees
May 11 - May 12
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
Kingston
6.2 out of 10, (1,002 reviews)
"Room was very clean and comfortable."
United States
Jose
The price is NT$2,817
NT$3,155 total
includes taxes & fees
May 6 - May 7
Super 8 by Wyndham Kingston

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,000 reviews)
"Always a great stay here! "
United States
CODY ANN
The price is NT$4,072
NT$4,561 total
includes taxes & fees
May 3 - May 4
Courtyard by Marriott Kingston

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (46 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is NT$6,078
NT$6,789 total
includes taxes & fees
May 7 - May 8
Wilder House Berkshires

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (175 reviews)
"Charming, quiet, clean very clean with a beautiful dining room for breakfast and very respectful service."
United States
Mara
The price is NT$4,915
NT$5,652 total
includes taxes & fees
May 3 - May 4
Blackberry River Inn

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,002 reviews)
"We got in fairly late and the front desk staff were amazing! Great sleep and excellent breakfast/coffee"
United States
Sailor
The price is NT$4,239
NT$4,748 total
includes taxes & fees
May 17 - May 18
Hampton Inn Kingston

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (758 reviews)
"Nice clean room, clean and well maintained breakfast was tasteful each day. Desk Clerk very helpful in giving out direction, Breaksfast person, very friendly. Hotel is centrally located, shop and restaurant nearby"
United States
Berdest
The price is NT$3,756
NT$4,196 total
includes taxes & fees
May 18 - May 19
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (76 reviews)
"The room was very clean and was cleaned daily, staff was very friendly, breakfast buffet was excellent "
United States
John
The price is NT$4,801
NT$5,377 total
includes taxes & fees
May 3 - May 4
Little Cat Lodge

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center
2.5 star property
Kingston
7.6 out of 10, Good, (1,001 reviews)
"This place needs to be updated. That’s all I am gonna say"
United States
Elyse
The price is NT$3,005
NT$3,366 total
includes taxes & fees
May 17 - May 18
Best Western Plus Kingston Hotel And Conference Center

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.0 out of 10, Very Good, (1,008 reviews)
"Room was clean, staff was accommodating and very nice. Parking was convenient, I would stay here again."
United States
Dawn
The price is NT$3,441
NT$3,892 total
includes taxes & fees
May 3 - May 4
Quality Inn Hyde Park Poughkeepsie North

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (219 reviews)
"A very nice modern yet rustic place. Close to hiking trails! "
United States
Kathleen
The price is NT$5,366
NT$6,010 total
includes taxes & fees
May 4 - May 5
the Alander

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (141 reviews)
"Nice spacious room & bathroom with everything I needed. Staff was very helpful."
United States
Caitlin
The price is NT$4,304
NT$4,864 total
includes taxes & fees
May 18 - May 19
Howard Hotel

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 NT$5,982
NT$6,682 total
includes taxes & fees
May 11 - May 12
The Berkshire Mountain Inn

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (494 reviews)
"Clean room comfortable bed we’ll stay again"
United States
Mina
The price is NT$3,367
NT$3,636 total
includes taxes & fees
May 13 - May 14
Red Ranch Motel
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

Hotels in Pine Plains with star-rating

Find out more about Pine Plains

Top reasons to visit Pine Plains

  • Outdoor Adventures: Pine Plains offers scenic hiking trails and access to nearby ski resorts, perfect for thrill-seekers and nature lovers alike.
  • Stunning Landscapes: Explore breathtaking views in nearby state parks and Litchfield Hills, ideal for photography and relaxation.
  • Charming Neighborhoods: Enjoy a family-friendly atmosphere with quaint local neighborhoods that feature great dining options.
  • Cultural Heritage: Discover historic sites that reflect the rich heritage of the area, enhancing your travel experience.
  • Unique Accommodations: Choose from cozy bed and breakfasts to agritourism properties for a memorable stay.

Find great hotels near Pine Plains

Discover a range of charming accommodations in Pine Plains, New York, perfect for your getaway. From cozy bed and breakfasts to unique agritourism properties, you'll find options that cater to families and pet-friendly travelers alike. Whether you're seeking an adventurous vacation or a relaxing retreat, our guide highlights the best hotels, including the Inn at Pine Plains, to ensure a memorable stay in this picturesque area.

  • Hampton Inn Kingston: Hampton Inn Kingston is the perfect haven for both business travelers and vacationers seeking a welcoming environment. Located 27.4km from Pine Plains, this hotel emphasizes inclusivity, being LGBTQIA friendly and pet-friendly. With amenities such as complimentary breakfast, a fitness center, and meeting spaces, it caters to the needs of all guests. The hotel's pet policy allows for dogs and cats, making it a great choice for those traveling with furry companions. Hampton Inn Kingston is not just a place to stay; it's a community-focused hotel that ensures a comfortable and accommodating experience for everyone.
  • Holiday Inn Express & Suites Kingston-Ulster by IHG: Situated 27.4km from Pine Plains, the Holiday Inn Express & Suites Kingston-Ulster by IHG offers a contemporary lodging option that prioritizes comfort and convenience. Catering to business travelers and LGBTQIA guests alike, this hotel features a complimentary breakfast bar, free Wi-Fi, and a business center for all your professional needs. Its modern design and welcoming atmosphere make it an ideal choice for those looking to unwind after a day of exploration. The hotel's commitment to inclusivity ensures that every traveler feels right at home.
  • Residence Inn by Marriott Kingston: A 3-star gem located 27.4km from Pine Plains, Residence Inn by Marriott Kingston combines the comforts of home with the amenities of a hotel. This property is pet-friendly and LGBTQIA welcoming, making it an excellent choice for diverse travelers. With spacious suites equipped with kitchenettes, complimentary breakfast, and a fitness center, guests can enjoy a home-like stay while on vacation. The hotel’s commitment to inclusivity and comfort, along with its pet policy, ensures that both you and your pets are well taken care of during your stay.

Where to stay near Pine Plains

Pine Plains offers a delightful blend of outdoor adventure and charming scenery. Explore the nearby Litchfield Hills for breathtaking views and hiking trails, or wander through historic sites that reflect the area’s rich heritage. Enjoy a family-friendly atmosphere in the quaint local neighborhoods, all within walking distance of great dining and relaxation options. Whether you seek an adventurous getaway or a peaceful retreat, Pine Plains promises a memorable experience.

  • Rhinebeck: Located 22.5km from Pine Plains, Rhinebeck is a charming town known for its rich history and beautiful landscapes. Visitors flock here for outdoor adventures, scenic views, and a vibrant cultural scene, especially during peak months like May, July, and September. The town offers various activities, including educational programs and local fairs at the fairground. Nearby landmarks such as the Hudson River and stunning mountains provide a picturesque backdrop for exploration and relaxation.
  • Ancramdale: Just 6.4km away from Pine Plains, Ancramdale is a delightful small city perfect for family-friendly adventures and outdoor activities. The peak travel seasons in July to August and October draw visitors looking for fun in the sun or a peaceful retreat. Enjoy recreational areas, campgrounds, and skiing opportunities during the winter months. Ancramdale is surrounded by serene lakes, beautiful parks, and a nearby theme park, making it an ideal spot for a family getaway.
  • Ancram: Located 8.0km from Pine Plains, Ancram is a hub for adventure seekers, particularly those interested in skiing and outdoor activities. The city sees increased visitor traffic in the spring and summer months, especially in April to May and July. Various ski resorts and fields cater to winter sports enthusiasts, while nearby national state parks and lakes offer opportunities for hiking, fishing, and relaxing by the beach during warmer months. Ancram is a perfect destination for those looking to embrace nature.

Things to do near Pine Plains

Pine Plains offers a perfect blend of outdoor adventures and stunning scenery for vacationers. Visitors can enjoy scenic hiking trails and explore vintage aircraft, while also taking advantage of local recreation parks and nearby ski resorts. Whether you're looking for a thrilling ski experience or a peaceful hike, Pine Plains has something for everyone to enjoy amidst its picturesque landscapes.

Shopping

Pine Plains offers charming local shops for unique gifts. Visit Bodhi Tree Gallery, 19.3km away, for artistic treasures. If you're up for a drive, check out Village Books, 22.5km away, for a cozy reading selection, and Clarke Outdoors, 27.4km away, for outdoor gear and apparel.

Recreation

Explore Red Hook Golf Club for a round of golf amidst beautiful landscapes, perfect for outdoor enthusiasts. Enjoy a day at Saugerties Village Beach, where relaxation by the water creates a serene atmosphere. For thrills, head to Kiwanis Ice Arena for ice skating and family fun.

Adventure

Explore the Harlem Valley Rail Trail, a scenic hiking trail located 11.3km from Pine Plains, offering breathtaking views and a refreshing outdoor experience. For adrenaline lovers, Hornets Nest Paintball, just 8.0km away, provides thrilling paintball adventures in a vibrant setting.

Nightlife

Pine Plains offers a charming nightlife with nearby theaters like the Center for Performing Arts at Rhinebeck and TriArts Sharon Playhouse, both just a short drive away. Enjoy an evening filled with romance and culture at the Ancram Opera House, perfect for an unforgettable experience.

*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 off-peak months of March or December to January, as hotel prices tend to be lower. Tuesdays are the cheapest days to stay, while Saturdays are the priciest. Use Expedia’s search tool to find budget-friendly accommodations and explore Eco-certified hotels for sustainable options. Additionally, combine your hotel, flights, and activities for extra savings. Look out for special promotions and compare prices to find the best deals for your vacation.

  • 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: Expedia’s search tool makes it easy to choose your budget, preferred location, and additional preferences. You can organize your results by price, starting with the most affordable hotels. Additionally, you have the option to narrow down your choices by hotel category—if you check the “Eco-certified” filter, you’ll find a selection of sustainable and environmentally friendly hotels ready for booking.
  • 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 offers a fantastic vacation destination for outdoor enthusiasts and adventure seekers. Visitors can explore the stunning landscapes of nearby state parks, relax by the serene lakes, and experience the beauty of local nature reserves. With a mix of outdoor activities and cultural experiences, Pine Plains provides a perfect getaway for those looking to immerse themselves in nature and adventure.

  • Omega Institute: Experience a serene retreat at Omega Institute, located 17.7km from Pine Plains. This holistic center offers workshops and programs focused on wellness, personal growth, and sustainability, all set against a backdrop of beautiful gardens and peaceful surroundings, creating an inspiring environment for relaxation and learning.
  • Bard College: Just 20.9km away, Bard College is a stunning liberal arts college known for its rich history and vibrant cultural scene. Explore the picturesque campus, attend a performance at the Fisher Center, or stroll through the art galleries showcasing contemporary works, all while soaking in the artistic atmosphere.
  • Thompson Pond: Within Pine Plains, Thompson Pond offers a tranquil escape with its secluded waters and lush surroundings. Ideal for romantic picnics or quiet reflection, this hidden gem invites you to enjoy nature’s beauty while taking leisurely walks along the shore or observing local wildlife.

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, can be easily accessed via several major airports. Hartford, CT (BDL-Bradley Intl.) is located 80.5km away, with nearby accommodation options like the 4-star 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 the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 12.9km from the airport. Newburgh, NY (SWF-Stewart Intl.) is the closest at 64.4km away, featuring the 3.5-star The Dutchess Inn and Spa at Beacon, only 9.7km from the airport, with transportation services available for a fee.

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 Residence Inn by Marriott Kingston and Beekman Arms and Delamater Inn. 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 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: Offers 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?
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.

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