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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, (310 reviews)
"Great stay"
United Kingdom
Katherine
The price is AU$446
includes taxes & fees
28 July - 29 July
Inn at Pine Plains

2. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is AU$353
includes taxes & fees
28 July - 29 July
Gatherwild Ranch

3. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (249 reviews)
"Very charming and well maintained"
United States
Jerry
The price is AU$273
includes taxes & fees
9 Aug - 10 Aug
the Alander

4. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (135 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is AU$227
includes taxes & fees
28 July - 29 July
Jenny's Country Manor

5. 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, (1,003 reviews)
"Nice staff,check in and cleanliness!"
United States
Jeff
The price is AU$193
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Express & Suites Kingston-Ulster by IHG

6. The Harlow House

The Harlow House
2.0 star property
Rhinebeck
8.6 out of 10, Excellent, (12 reviews)
"Beautiful location in the woods but super close to the charming village of Rhinebeck. The room was spacious and tastefully furnished, comfy bed and linens, fireplace for the winter, lovely deck perfect for morning coffee. Just there one night but it was a lovely stay!"
United States
Lauren
The price is AU$315
includes taxes & fees
3 Aug - 4 Aug
The Harlow House

7. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.2 out of 10, Very good, (938 reviews)
"Room was nice and A/C worked well . Dinner and bar area were fantastic. Would def stay here again"
United States
Brian
The price is AU$245
includes taxes & fees
29 July - 30 July
Beekman Arms and Delamater Inn

8. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (119 reviews)
"Terrific host and freshly cooked to order hot breakfast, beautiful grounds, and dog friendly. Would definitely stay again!"
United States
Jamie
The price is AU$321
includes taxes & fees
28 July - 29 July
Changing Times Boutique Country Lodging

9. The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (32 reviews)
"We had a beautiful experience, staff was very accommodating."
United States
Bernadette
The price is AU$407
includes taxes & fees
29 July - 30 July
The Millerton Inn

10. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,001 reviews)
"It was great will definitely be back!!"
United States
Latisha
The price is AU$201
includes taxes & fees
2 Aug - 3 Aug
Courtyard by Marriott Kingston

11. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (962 reviews)
"Nice hotel and roomy rooms :) Good breakfast"
United States
Ali
The price is AU$210
includes taxes & fees
2 Aug - 3 Aug
Residence Inn by Marriott Kingston

12. Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,005 reviews)
"Always a great stay at this hotel!"
United States
William
The price is AU$235
includes taxes & fees
23 Aug - 24 Aug
Hampton Inn Kingston

13. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (305 reviews)
"Great staff and location!"
United States
Stacie
The price is AU$399
includes taxes & fees
29 July - 30 July
Interlaken Inn & Resort

14. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (435 reviews)
"Below average B&B"
United States
Larry
The price is AU$173
includes taxes & fees
28 July - 29 July
Locust Tree Bed and Breakfast LLC

15. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (109 reviews)
"The staff was lovely and the continental breakfast was the best I've ever seen!"
United States
Berenger
The price is AU$354
includes taxes & fees
4 Aug - 5 Aug
Little Cat Lodge

16. Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (424 reviews)
"Loved our stay there"
United States
Rachel
The price is AU$184
includes taxes & fees
29 July - 30 July
Rhinebeck Village Inn

17. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (83 reviews)
"Excellent place and great host"
United States
Corrado
The price is AU$389
includes taxes & fees
30 July - 31 July
Millbrook Country House Bed & Breakfast

18. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1,003 reviews)
"Excellent service and quick checking room was very clean"
United States
John
The price is AU$183
includes taxes & fees
9 Aug - 10 Aug
Howard Johnson by Wyndham Saugerties
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.

A rustic barn surrounded by autumn foliage on a hillside.

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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 is the best area to stay in Pine Plains?
The best area to stay in Pine Plains is within the hamlet itself, particularly around the main thoroughfare, Route 199.

This central area is where you'll find the core of Pine Plains, including the local shops, eateries, and a general sense of community. The historic Pine Plains Hotel, a local landmark, anchors this part of town. It's a convenient base for exploring the surrounding countryside, with easy access to roads leading to nearby attractions. Couples looking for a quiet getaway will appreciate the relaxed pace and the ability to stroll to dinner or browse local shops.

For those prioritising a tranquil, rural escape, the areas just outside the hamlet centre, particularly those bordering Stissing Mountain and its namesake lake, offer a wonderful retreat. Here, you'll find properties with more expansive grounds, often featuring views of the rolling hills and woodlands.
What are the best hotels in Pine Plains that travellers recommend?
For a highly recommended hotel in Pine Plains, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an outstanding 9.8 rating, is frequently praised by guests for its convenient location and clean suites. It offers amenities such as deep soaking bathtubs, air conditioning, and premium bedding for a comfortable stay. Guests can also enjoy a complimentary continental breakfast, adding to the convenience. The Inn at Pine Plains is well-situated, being just 0.3 km from Pine Plains Library, 1.2 km from Thompson Pond, and 1.5 km from Stissing Lake Park.
What hotels in Pine Plains offer free breakfast?
For hotels in Pine Plains that offer a complimentary breakfast, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an outstanding 9.8 rating, provides a free continental breakfast daily. Guests frequently praise its excellent location, with Stissing Lake Park just 1.5 km away and the Pine Plains Library a mere 0.3 km. The Inn at Pine Plains also offers free self-parking and allows pets to stay without charge, adding to its convenience.
What are the top pet-friendly hotels in Pine Plains?
For a top pet-friendly hotel in Pine Plains, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an outstanding 9.8 rating, warmly welcomes pets, and they even stay for free. Guests particularly appreciate the complimentary continental breakfast and the hotel's convenient location. It is just 0.3 kilometres from Pine Plains Library, 1.2 kilometres from Thompson Pond, and 1.5 kilometres from Stissing Lake Park. Past guests have frequently highlighted the great location and the cleanliness of the suites.
What are the best hotels in Pine Plains near Thompson Pond?
For a highly-rated hotel in Pine Plains near Thompson Pond, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an impressive 9.8 rating, is located just 1.2 kilometres from Thompson Pond. Guests consistently highlight the great location and clean suites. The Inn at Pine Plains also offers complimentary continental breakfast, free toiletries, and free self-parking, making it a convenient stay for families. Additionally, pets are welcome to stay for free.
When is the best time to go to Pine Plains?
The best areas to stay in Pine Plains are the village centre and the surrounding rural areas.

The village centre of Pine Plains offers a convenient and pleasant base for your stay. You'll find a selection of local shops, eateries, and a general store, all within easy walking distance. The village green is a central feature, often hosting community events. This area is ideal for travellers who appreciate having amenities close by and enjoy a stroll through a traditional small town.

For those seeking a more tranquil and secluded experience, the rural areas just outside the village centre are excellent. Here, you'll find larger properties, often with expansive grounds, offering privacy and direct access to the natural beauty of the Hudson Valley. This is particularly good for families looking for space for children to play or couples desiring a quiet retreat.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pine Plains.
How can I save on a hotel booking in Pine Plains with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Pine Plains hotels. Plus, you'll earn OneKeyCashā„¢* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Pine Plains?
Prices for hotels in Pine Plains often vary, but you can find a great deal from AU$145 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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