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Pine Plains Hotels

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Tonight
Aug 19 - Aug 20
Tomorrow
Aug 20 - Aug 21
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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Our top choices for Pine Plains hotels

1. Inn at Pine Plains

Inn at Pine Plains
Pine Plains
United Kingdom
Katherine
P16,992
P19,222 total
includes taxes & fees
Aug 23 - Aug 24
Inn at Pine Plains

2. Gatherwild Ranch

Gatherwild Ranch
Germantown
P15,293
P17,128 total
includes taxes & fees
Aug 23 - Aug 24
Gatherwild Ranch

3. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
United States
Stacie
P13,854
P15,932 total
includes taxes & fees
Sep 20 - Sep 21
Interlaken Inn & Resort

4. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
Kingston
United States
Ali
P8,342
P9,343 total
includes taxes & fees
Aug 23 - Aug 24
Residence Inn by Marriott Kingston

5. The White Hart

The White Hart
Salisbury
United States
William
P21,215
P24,397 total
includes taxes & fees
Aug 23 - Aug 24
The White Hart

6. Jenny's Country Manor

Jenny's Country Manor
Red Hook
United States
Urszula
P8,650
P9,786 total
includes taxes & fees
Aug 23 - Aug 24
Jenny's Country Manor

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

Holiday Inn Express & Suites Kingston-Ulster by IHG
Lake Katrine
United States
Mark
P7,789
P8,724 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express & Suites Kingston-Ulster by IHG

8. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
Kingston
United States
Thuy
P7,300
P8,176 total
includes taxes & fees
Aug 23 - Aug 24
Courtyard by Marriott Kingston

9. the Alander

the Alander
Copake
United States
Jerry
P10,504
P11,765 total
includes taxes & fees
Aug 30 - Aug 31
the Alander

10. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Jolie
P13,624
P15,259 total
includes taxes & fees
Aug 23 - Aug 24
Little Cat Lodge

11. The Millerton Inn

The Millerton Inn
Millerton
United States
Bernadette
P15,515
P17,552 total
includes taxes & fees
Aug 22 - Aug 23
The Millerton Inn

12. The Harlow House

The Harlow House
Rhinebeck
United States
Lauren
P12,963
P14,664 total
includes taxes & fees
Aug 23 - Aug 24
The Harlow House

13. Kingston Regency Inn

Kingston Regency Inn
Kingston
United States
kyle
P9,824
P11,003 total
includes taxes & fees
Aug 23 - Aug 24
Kingston Regency Inn

14. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Lisa
P12,027
P13,434 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

15. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
United States
William
P8,161
P9,141 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Kingston

16. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
East Canaan
United States
Kay
P6,488
P7,461 total
includes taxes & fees
Aug 23 - Aug 24
Locust Tree Bed and Breakfast LLC

17. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Lynn
P5,725
P6,395 total
includes taxes & fees
Sep 9 - Sep 10
Quality Inn Great Barrington

18. Blackberry River Inn

Blackberry River Inn
Norfolk
United States
Leslie
P11,740
P13,501 total
includes taxes & fees
Aug 23 - Aug 24
Blackberry River Inn

19. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
Rhinebeck Village
United States
Marisa
P11,094
P12,550 total
includes taxes & fees
Aug 31 - Sep 1
Beekman Arms and Delamater Inn
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Stay near popular Pine Plains attractions

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.
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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.
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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.
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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.
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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.
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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

Find out more about Pine Plains

Top reasons to visit Pine Plains

  • Outdoor Adventures: Pine Plains is a haven for outdoor enthusiasts, featuring hiking trails, skiing, and stunning natural scenery.
  • Scenic Parks: Explore national and state parks, lakes, and nature reserves that offer breathtaking views and recreational activities.
  • Historic Sites: Nearby Litchfield Hills provide an opportunity to discover rich local history and picturesque landscapes.
  • Charming Accommodations: Enjoy unique stays in delightful bed & breakfasts and agritourism options.
  • Family-Friendly Activities: Pine Plains caters to families with a blend of adventure and relaxation for a memorable holiday.

Find great hotels near Pine Plains

Discover charming accommodation options in Pine Plains, New York, where agritourism and delightful bed & breakfasts await. Ideal for families, adventure seekers, and pet lovers, these establishments offer a warm welcome and a unique experience. Whether you're searching for the Inn at Pine Plains or exploring various hotels, our guide ensures you find the perfect guest room for your stay in this picturesque locale.

  • Hampton Inn Kingston: Nestled 27.4km from Pine Plains, Hampton Inn Kingston offers a welcoming atmosphere for all travellers. This hotel is particularly noted for its pet-friendly policy, allowing dogs and cats to accompany their owners, making it an excellent choice for those travelling with furry companions. The property also embraces inclusivity, being LGBTQIA welcoming and affiliated with LGBTQI travel guides. With amenities tailored for business travellers, such as complimentary Wi-Fi and meeting facilities, guests can enjoy both comfort and convenience during their stay. Guests have praised the friendly staff and clean accommodations, ensuring a pleasant experience.
  • Holiday Inn Express & Suites Kingston-Ulster by IHG: Located 27.4km from Pine Plains, the Holiday Inn Express & Suites Kingston-Ulster by IHG stands out with its modern design and commitment to providing a welcoming environment for all. This hotel is perfect for business travellers and those seeking a comfortable retreat, with amenities such as a complimentary breakfast, high-speed internet, and a business centre. The property is also LGBTQIA welcoming and affiliated with LGBTQI travel guides, ensuring that every guest feels right at home. The hotel's convenient location makes it easy to explore the local attractions while enjoying a restful stay.
  • Residence Inn by Marriott Kingston: Situated 27.4km from Pine Plains, the Residence Inn by Marriott Kingston is a 3-star hotel ideal for extended stays or those seeking a home-away-from-home atmosphere. With a pet-friendly policy that allows certain pets, guests can enjoy their stay without leaving their furry friends behind. The hotel boasts modern amenities including spacious suites with fully equipped kitchens, making it perfect for both business and leisure travellers. Its LGBTQIA welcoming stance and affiliation with LGBTQI travel guides further enhance its appeal. Guests appreciate the friendly service and the comfortable, well-appointed rooms.

Where to stay near Pine Plains

Pine Plains, New York, offers a delightful mix of outdoor adventures and charming scenery, making it an ideal retreat for travellers seeking relaxation and exploration. Nearby, the Litchfield Hills beckon with historic sites and picturesque landscapes, all within walking distance. Whether you're after family-friendly activities or a taste of local history, Pine Plains and its surrounding regions provide a perfect backdrop for a memorable holiday experience.

  • Rhinebeck: Nestled 22.5km from Pine Plains, Rhinebeck boasts a charming blend of outdoor adventure and picturesque scenery. This delightful town attracts visitors year-round, with peak seasons in May, July, and September. Outdoor enthusiasts will relish the abundant recreational opportunities, including educational venues and fairground events. Local highlights include stunning lakes and mountains that provide a perfect backdrop for exploration. Whether you're hiking or enjoying a fair, Rhinebeck is a splendid destination for memorable experiences amidst nature.
  • Ancramdale: Located a mere 6.4km away from Pine Plains, Ancramdale is an idyllic spot for families and adventure seekers alike. This city welcomes visitors throughout the year, with a notable increase in tourism during July, August, and October. Guests can enjoy various outdoor activities in recreational areas, campgrounds, and ski venues. The proximity to serene lakes, parks, and a theme park makes Ancramdale an excellent choice for family-friendly fun and relaxation, ensuring a wonderful getaway for everyone.
  • Ancram: Just 8.0km from Pine Plains, Ancram is a haven for those seeking adventure, particularly in skiing and outdoor activities. With tourism peaking in April to May and July, visitors can enjoy the thrill of skiing at local resorts and fields. Ancram is also home to beautiful national state parks, beaches, and lakes, offering a diverse range of attractions. This charming city promises an exhilarating experience for outdoor enthusiasts amid stunning natural surroundings.

Things to do in and around Pine Plains

Pine Plains is perfect for outdoor enthusiasts and adventure seekers, offering a range of activities amidst stunning scenery. Visitors can enjoy recreational parks, skiing, and ski resorts. Don't miss the chance to explore vintage aircraft displays and embark on scenic hikes that showcase the natural beauty of the area. Whether you're looking for relaxation or excitement, Pine Plains has something for everyone.

Shopping

Pine Plains offers a charming shopping experience. Visit Bodhi Tree Gallery, located 19.3km away, for unique gifts. If you're up for a drive, head to Village Books, 22.5km away, for a delightful selection of literature, or Clarke Outdoors, 27.4km away, for outdoor gear and souvenirs.

Recreation

Stissing Lake Park offers serene surroundings for relaxation and leisurely walks, perfect for unwinding in nature. For those seeking more activity, the nearby Red Hook Golf Club and Undermountain Golf Course provide excellent opportunities for outdoor sports amidst beautiful landscapes, only 14.5km away from Pine Plains.

Adventure

Experience the beauty of nature on the Harlem Valley Rail Trail, a scenic hiking route 11.3km from Pine Plains. For thrill-seekers, Hornets Nest Paintball offers an exhilarating adventure only 8.0km away. Alternatively, indulge in the adrenaline of motorsport at Lime Rock Park, situated 22.5km from town.

Nightlife

Experience the vibrant nightlife in Pine Plains by visiting the Ancram Opera House for an intimate performance, just 8.0km away. Alternatively, enjoy a cultural evening at the TriArts Sharon Playhouse, 19.3km away, or the Centre for Performing Arts at Rhinebeck, 17.7km away, for diverse entertainment options.

*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 or December to January, avoiding the pricier July to August and October. Stay on a Tuesday for the best rates, as Saturdays are the most expensive. Use Expedia's search tool to filter by budget and preferences, and arrange prices in ascending order for the best deals. Look for special promotions and consider bundling your hotel stay with flights and activities to maximise savings. Explore free local attractions to enhance your experience without overspending.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of hotel you prefer. To discover the most affordable prices and offers, simply arrange the price filter in ascending order.
  • Consider bundling your trip: You can potentially save money by combining your hotel stay in Pine Plains with your flights and activities through an Expedia package.

Find the best attractions near Pine Plains

Pine Plains, New York, is an ideal destination for those seeking outdoor adventures and scenic beauty. Visitors can explore a variety of attractions, including national and state parks, lakes, and nature reserves. These points of interest cater to travellers looking for outdoor experiences, cultural enrichment, and thrilling adventures, ensuring a memorable holiday for all types of adventurers.

  • Dutchess County Fairgrounds: Experience the lively atmosphere of the Dutchess County Fairgrounds, located 20.9km from Pine Plains. This family-friendly venue hosts various events throughout the year, making it perfect for enjoying local culture and community spirit.
  • Lion's Head Peak: Adventure awaits at Lion's Head Peak, situated 17.7km away. This stunning mountain offers breathtaking scenery and exhilarating outdoor activities, making it ideal for hiking enthusiasts and nature lovers.
  • Robert E. Post Memorial Park: Visit Robert E. Post Memorial Park, located 25.7km from Pine Plains. This urban park provides a serene escape with family-friendly amenities, perfect for picnics, leisurely strolls, and enjoying the vibrant city vibes.

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

For your visit to Pine Plains, New York, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is situated 80.5km away, with nearby hotels such as the 4-star Simsbury 1820 House and Marriott Hartford Downtown. Albany, NY (ALB-Albany Intl.) is 85.3km distant, offering accommodations like The Landing Hotel at Rivers Casino & Resort and Crowne Plaza Albany. Newburgh, NY (SWF-Stewart Intl.) is the closest at 64.4km, featuring hotels like The Dutchess Inn and Spa at Beacon, which offers free airport transportation. Each airport provides access to a range of hotels, ensuring a comfortable stay as you explore the region.

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 Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy. 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.
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: Provides a snack bar/deli, an indoor pool, and free self parking. Another choice that offers an onsite pool is Pocketbook Hotel and Bath. View all hotels with pools in Pine Plains.
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 The Stissing Center, Stissing Lake Park, 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.

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