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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, (306 reviews)
"Great stay"
United Kingdom
Katherine
The price is AU$423
includes taxes & fees
23 June - 24 June
Inn at Pine Plains

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (186 reviews)
"beautiful inn"
United States
Maura
The price is AU$242
includes taxes & fees
23 June - 24 June
Blackberry River Inn

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (419 reviews)
"Below average B&B"
United States
Larry
The price is AU$171
includes taxes & fees
18 June - 19 June
Locust Tree Bed and Breakfast LLC

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.8 out of 10, (87 reviews)
"A little dated but clean. A room for the night for when I race at lime rock"
United States
William
The price is AU$212
includes taxes & fees
13 June - 14 June
Hitching Post Country Motel

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (165 reviews)
"A charming stopover on our weekend travels. Small, quiet and lovely. Nice conversation with the host over breakfast too."
United States
Janice
The price is AU$354
includes taxes & fees
14 June - 15 June
Cornwall Inn and Lodge

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (53 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is AU$305
includes taxes & fees
22 June - 23 June
Wilder House Berkshires

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (48 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 AU$224
includes taxes & fees
13 July - 14 July
East Rock Inn

The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn
2.0 star property
Kent
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful inn"
United States
Candice Burrows
The price is AU$491
includes taxes & fees
14 June - 15 June
The Kent Collection - The Firefly Inn

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, (784 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is AU$295
includes taxes & fees
18 June - 19 June
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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, (771 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is AU$217
includes taxes & fees
23 June - 24 June
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (867 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is AU$122
includes taxes & fees
22 June - 23 June
Monument Mountain Motel

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (7 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 AU$392
includes taxes & fees
14 June - 15 June
The Berkshire Mountain Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is AU$149
includes taxes & fees
17 June - 18 June
Quality Inn Great Barrington

9 Academy

9 Academy
4.0 star property
Salisbury
9.2 out of 10, Wonderful, (12 reviews)
"Extremely clean and the rooms are beautifully decorated with warm minimal decor. We will definitely be back!"
United States
Gina
The price is AU$823
includes taxes & fees
28 June - 29 June
9 Academy

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (151 reviews)
"It’s an exceptional place in every aspect. "
United States
William
The price is AU$560
includes taxes & fees
15 June - 16 June
The White Hart

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (301 reviews)
"Great staff and location!"
United States
Stacie
The price is AU$395
includes taxes & fees
14 June - 15 June
Interlaken Inn & Resort

Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (1 review)
"Outstanding!!"
United States
Charles
The price is AU$1,002
includes taxes & fees
23 June - 24 June
Troutbeck

Charming 6 Bdrm Countryside Stay

Charming 6 Bdrm Countryside Stay
3.0 star property
Great Barrington
The price is AU$1,708
includes taxes & fees
6 July - 7 July
Charming 6 Bdrm Countryside Stay

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.6 out of 10, Excellent, (29 reviews)
"We had a beautiful experience, staff was very accommodating."
United States
Bernadette
The price is AU$403
includes taxes & fees
16 June - 17 June
The Millerton Inn

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (29 reviews)
"Great stay!"
United States
Conor
The price is AU$568
includes taxes & fees
14 June - 15 June
Prospect Berkshires
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 accommodation in Pine Plains

Find out more about Pine Plains

Top reasons to visit Pine Plains

  • Outdoor Adventures: Pine Plains offers a range of outdoor activities like skiing and bush hikes, perfect for nature enthusiasts.
  • Scenic Beauty: Enjoy stunning landscapes and serene gardens that showcase the natural charm of the Hudson Valley.
  • Rich Local History: Explore nearby historic colleges and cultural institutes to immerse yourself in the area's heritage.
  • Charming Accommodations: Stay in inviting bed and breakfasts or unique agritourism properties that cater to various travellers.
  • Family-Friendly Activities: Pine Plains provides a welcoming atmosphere with activities suitable for families and adventure seekers alike.

Find great hotels near Pine Plains

Discover a range of charming accommodations in Pine Plains, New York, perfect for your getaway. From inviting bed and breakfasts to unique agritourism properties, you'll find options that cater to families, pet owners, and adventure seekers alike. Explore the best hotels and inns in the area, ensuring a comfortable and memorable stay while enjoying the scenic beauty of the Hudson Valley.

  • Holiday Inn Express & Suites Kingston-Ulster by IHG: This hotel offers a modern, business-friendly environment, perfect for professionals on the go. Located 27.4km from Pine Plains, the Holiday Inn Express & Suites Kingston-Ulster welcomes LGBTQIA travellers and is affiliated with LGBTQI travel guides. Guests can enjoy a variety of amenities, including a 24-hour Business Centre and meeting rooms, making it an ideal choice for those needing to conduct business while away. The property’s commitment to inclusivity and convenience ensures a comfortable stay for all.
  • Courtyard by Marriott Kingston: A stylish and contemporary hotel also located 27.4km from Pine Plains, the Courtyard by Marriott Kingston is a haven for business travellers and LGBTQIA guests alike. With a 24-hour accessible Business Centre, Conference Space, and meeting rooms, this hotel is designed for those who need to stay productive while travelling. Its affiliation with LGBTQI travel guides underscores its welcoming atmosphere, ensuring that all guests feel at home. Enjoy a comfortable stay with all the modern amenities you need for a successful trip.
  • Beekman Arms Hotel: Situated 22.5km from Pine Plains, the Beekman Arms Hotel is a charming inn that combines a historic feel with modern conveniences. This 3.5-star property is not only business-friendly but also pet-friendly, welcoming furry companions with specific policies in place. With Conference Space available for meetings, it caters well to business travellers while maintaining a relaxed atmosphere. Guests can appreciate the unique character of this inn while enjoying amenities that accommodate both professional and personal needs.

Where to stay near Pine Plains

Pine Plains, New York, offers a delightful blend of outdoor adventure and stunning scenery, making it a perfect holiday destination. Explore the charming surrounding areas, including the picturesque Litchfield Hills, where you can immerse yourself in nature and enjoy mountain proximity. Whether you're after relaxation or family-friendly activities, Pine Plains and its nearby regions provide a welcoming atmosphere for all types of travellers looking for a memorable escape.

  • Rhinebeck: Located 22.5km from Pine Plains, Rhinebeck is a charming town that offers a delightful mix of outdoor adventures and scenic beauty. Known for its vibrant arts scene and historical architecture, it attracts visitors year-round, with peaks in May, July, and September. Outdoor enthusiasts can enjoy activities like skiing in winter, while summer brings opportunities for hiking and exploring local lakes. Don't miss the nearby mountains and the renowned local institute, which hosts various educational events and workshops throughout the year.
  • Ancramdale: Just 6.4km away from Pine Plains, Ancramdale is a hidden gem for those seeking outdoor adventures and breathtaking scenery. With a welcoming community and a plethora of activities, visitors flock here primarily in July, August, and October. The area is perfect for skiing at the local ski resorts and fields, while the nearby national state park offers stunning landscapes for hiking and exploring. Lakes and mountains surround the region, providing a tranquil backdrop for your getaway.
  • Ancram: Situated 8.0km from Pine Plains, Ancram boasts a picturesque setting that’s perfect for those who appreciate the great outdoors. With visitor numbers peaking in April, May, and July, it’s a popular destination for adventure seekers. The area is renowned for its skiing opportunities and outdoor activities, while local landmarks like beaches and national state parks provide stunning views and recreational options. Whether you're looking to relax by the lake or hit the slopes, Ancram has something to offer everyone.

Things to do in and around Pine Plains

Pine Plains, New York, offers a delightful mix of outdoor adventures and stunning scenery perfect for a getaway. Enjoy activities like skiing, bush hikes, and exploring serene gardens that showcase the area’s natural beauty. Whether you're seeking education or simply want to immerse yourself in nature, Pine Plains has something for everyone looking to unwind and reconnect with the great outdoors.

Shopping

Pine Plains offers unique shopping experiences like Bodhi Tree Gallery, 19.3km away, showcasing local art and crafts. If you're up for a drive, visit Village Books, 22.5km away, for a charming collection of literature, or Clarke Outdoors, 27.4km away, for outdoor gear and apparel.

Recreation

Stissing Lake Park offers serene walking trails and tranquil picnic spots, perfect for relaxation amidst nature. For a bit of sport, head to Red Hook Golf Club or Undermountain Golf Course, both just 14.5km away, where you can enjoy a round of golf in beautiful outdoor settings.

Adventure

Lime Rock Park, located 22.5km from Pine Plains, offers exhilarating motor racing experiences amidst thrilling sports vibes. For a scenic hike, the Harlem Valley Rail Trail, 11.3km away, showcases stunning landscapes and outdoor adventure. For an action-packed day, visit Hornets Nest Paintball, just 8.0km away.

Nightlife

Pine Plains offers charming nightlife with nearby venues like Ancram Opera House, just 8.0km away, showcasing vibrant performances. The Centre for Performing Arts at Rhinebeck, 17.7km out, delivers cultural experiences, while TriArts Sharon Playhouse, 19.3km away, enchants with family-friendly shows. A delightful evening awaits!

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 for lower accommodation rates. Booking on a Tuesday can also help you find the best deals, while Saturdays tend to be pricier. Use Expedia to compare prices and filter for eco-friendly hotels. Additionally, look for package deals that combine flights and accommodation to maximise savings. For budget-friendly activities, explore the area's natural beauty, as many outdoor attractions are free to enjoy.

  • 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 for you to choose your budget, favourite location, and additional preferences. You can arrange your results from the lowest to highest prices, so you can quickly find the most affordable accommodation. Additionally, you have the option to narrow down your choices by hotel type. For instance, selecting the Eco-certified filter will display sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save some dollars by combining your Pine Plains hotel reservation with your flights and activities when you book an Expedia package.

Find the best attractions near Pine Plains

Pine Plains, New York, is a fantastic destination for those seeking outdoor adventures and scenic beauty. With a variety of attractions, including national parks, historic colleges, and cultural institutes, visitors can immerse themselves in nature while also enjoying rich local history. Whether you're keen on hiking, exploring educational sites, or simply soaking in the stunning landscapes, Pine Plains offers a diverse range of activities for every type of traveller.

  • Omega Institute: Nestled 17.7km from Pine Plains, Omega Institute offers a serene environment focused on wellness and personal growth. With its historical ambiance, it promotes mindfulness and holistic living, making it a perfect retreat.
  • Bard College: Located 20.9km away, Bard College is steeped in rich history and culture. Its stunning campus hosts various artistic events and performances, providing visitors with a taste of collegiate life and intellectual engagement.
  • Orvis Sandanona Shooting Grounds: Also 20.9km from Pine Plains, Orvis Sandanona is a premier shooting destination where you can learn the art of shooting in a beautiful setting. The grounds offer a unique blend of education and outdoor experience.

Best time to go to Pine Plains

The best time to visit Pine Plains can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pine Plains falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Pine Plains falls in January, 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

To visit Pine Plains, New York, you can fly into three major airports. Hartford, CT (BDL-Bradley Intl.) is approximately 80.5km away, with nearby accommodation options like the 4-star Simsbury 1820 House, 11.3km from the airport, and the 3.5-star Sheraton Hartford Hotel, located on-site. Albany, NY (ALB-Albany Intl.) is around 85.3km away, offering hotels such as The Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both 12.9km from the airport. Newburgh, NY (SWF-Stewart Intl.) is the closest at 64.4km away, with options like The Crossroads Hotel, just 3.2km from the airport. All these hotels provide convenient access to their respective airports.

Frequently asked questions

What's the best place for a stay in Pine Plains?
Based on our traveller 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 are some of the best holiday rentals that Pine Plains has to offer?
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This holiday home rental outside of Pine Plains is located on a river, and has a fireplace, a patio and a BBQ 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 that 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 hotel room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Pine Plains.
What's the best dog-friendly hotel 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?
Best Western Plus Kingston Hotel And Conference Center: Provides free self parking, an indoor pool and complimentary wireless Internet access. Another option with an on-site pool is Pocketbook Hotel and Bath. View all hotels with pools in Pine Plains.
What is staying in Pine Plains like?
Travellers to Pine Plains will find plenty to explore and enjoy. In Pine Plains, there are 34 hotels and other accommodation options to choose from. Find out more about Pine Plains.
What should I see while I'm in Pine Plains?
Favourite places to visit include The Stissing Center, Stissing Lake Park and Pine Plains Library. A couple of additional sights to add to your itinerary are Thompson Pond and Gallatin Town Hall. Take a look at what more there is to see and do in Expedia's Pine Plains guide.
What's the seasonal weather like in Pine Plains?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Pine Plains are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

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