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Pine Plains Hotels

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Oct 4 - Oct 5
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Oct 5 - Oct 6
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Oct 9 - Oct 11
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Oct 16 - Oct 18

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Our top choices for Pine Plains hotels

1. Inn at Pine Plains

Inn at Pine Plains
Pine Plains
United States
teresina
P17,202
P19,460 total
includes taxes & fees
Oct 5 - Oct 6
Inn at Pine Plains

2. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
Rhinebeck Village
United States
Mariya
P8,398
P9,500 total
includes taxes & fees
Oct 25 - Oct 26
Beekman Arms and Delamater Inn

3. the Alander

the Alander
Copake
United States
Thomas
P9,039
P10,123 total
includes taxes & fees
Oct 6 - Oct 7
the Alander

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

Holiday Inn Express & Suites Kingston-Ulster by IHG
Lake Katrine
United States
Cindy
P8,132
P9,108 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Kingston-Ulster by IHG

5. Mirbeau Inn & Spa

Mirbeau Inn & Spa
Rhinebeck Village
United States
Maria
P25,471
P28,815 total
includes taxes & fees
Nov 4 - Nov 5
Mirbeau Inn & Spa

6. The White Hart

The White Hart
Salisbury
United States
William
P28,177
P32,403 total
includes taxes & fees
Oct 7 - Oct 8
The White Hart

7. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
Kingston
Canada
Ana
P7,922
P8,873 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Kingston

8. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
United States
Stacie
P12,460
P14,329 total
includes taxes & fees
Oct 26 - Oct 27
Interlaken Inn & Resort

9. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
Kingston
United States
Lamisa
P8,945
P10,018 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Kingston

10. The Millerton Inn

The Millerton Inn
Millerton
United States
Chelsy
P15,707
P17,769 total
includes taxes & fees
Oct 6 - Oct 7
The Millerton Inn

11. The Harlow House

The Harlow House
Rhinebeck
United States
Lauren
P13,123
P14,845 total
includes taxes & fees
Oct 5 - Oct 6
The Harlow House

12. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
United States
stephen
P8,617
P9,651 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Kingston

13. Diamond Mills Resort

Diamond Mills Resort
Saugerties
United States
Al
P16,625
P20,184 total
includes taxes & fees
Oct 5 - Oct 6
Diamond Mills Resort

14. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
Craryville
United States
Thomas
P12,510
P14,012 total
includes taxes & fees
Oct 5 - Oct 6
Changing Times Boutique Country Lodging

15. Jenny's Country Manor

Jenny's Country Manor
Red Hook
United States
amanda
P8,757
P9,907 total
includes taxes & fees
Oct 5 - Oct 6
Jenny's Country Manor

16. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
Millbrook
United States
kenneth
P15,012
P16,983 total
includes taxes & fees
Oct 8 - Oct 9
Millbrook Country House Bed & Breakfast

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Bruce
P8,986
P10,037 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

18. Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue
Kingston
United States
Georgiann
P14,309
P17,902 total
includes taxes & fees
Oct 6 - Oct 7
Hutton Brickyards Riverfront Hotel + Venue

19. Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
Hyde Park
United States
Ron
P4,519
P5,113 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Hyde Park Poughkeepsie North
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Stay near popular Pine Plains attractions

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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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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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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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

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"Very nice spot"
Danielle 1-night trip
Posted 4 hours ago
Residence Inn by Marriott Kingston
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

10/10 Excellent
"Large spacious very clean room . Comfortable bed. Staff was very accommodating. Breakfast was above your average continental breakfast with many choices. Located in a center of town with plenty of places in walking distance."
Joseph 3-night trip
Posted 18 hours ago
Beekman Arms and Delamater Inn
AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"Absolutely loved our stay! The area is beautiful, the property is amazing and so well-maintained, and the friendly staff. This was our first time staying in a premium Airstream for both me and my hubby, and we were honestly amazed very clean too! Such a fun, unique, and awesome experience."
Michelle 1-night trip
Posted 1 day ago
AutoCamp Catskills
Kingston Regency Inn

Kingston Regency Inn

10/10 Excellent
"Great room for the price."
Stephen 1-night trip
Posted 2 days ago
Kingston Regency Inn
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"The bed was very comfortable. The"
Angela 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Awesome hotel. Staff is amazing and room was so comfortable."
Susan 1-night trip
Posted 2 days ago
Courtyard by Marriott Kingston
Interlaken Inn & Resort

Interlaken Inn & Resort

10/10 Excellent
"The Interlaken is a lovely property "between the lakes" in Lakeville. We stayed in the main building, which I recommend (there is also another building on the property with a view of the lake). We had a nice screened-in balcony porch attached to our room which we enjoyed each evening. The lobby is cozy with a fireplace. The staff were friendly and helpful."
Suzanne 5-night trip
Posted 2 days ago
Interlaken Inn & Resort
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"Great value for the money! Comfortable and clean. Good breakfast. Very convenient to Roosevelt National Park sites."
Deborah 2-night trip
Posted 3 days ago
Quality Inn Hyde Park Poughkeepsie North
Inn at Pine Plains

Inn at Pine Plains

8/10 Good
"good location/ walkable to down town !"
teresina 1-night trip
Posted 3 days ago
Inn at Pine Plains

More cheap stays in Pine Plains

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

4142 Albany Post Rd Hyde Park NY
P4,519
P5,113 total
Nov 1 - Nov 2
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Quality Inn Hyde Park Poughkeepsie North
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
P4,703
P5,253 total
Nov 1 - Nov 2
includes taxes & fees
Quality Inn Great Barrington
Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston

487 Washington Ave Kingston NY
P5,264
P5,895 total
Oct 25 - Oct 26
includes taxes & fees
6.2/10 (1,001 reviews)
Super 8 by Wyndham Kingston
Kingston Regency Inn

Kingston Regency Inn

503 Washington Avenue Kingston NY
P7,882
P9,685 total
Oct 5 - Oct 6
includes taxes & fees
6/10 (67 reviews)
Kingston Regency Inn
St. Charles Hotel

St. Charles Hotel

16 Park Place Hudson NY
P9,383
P10,603 total
Oct 26 - Oct 27
includes taxes & fees
6.6/10 (987 reviews)
St. Charles Hotel
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

549 Washington Street Hudson NY
P11,658
P16,001 total
Oct 26 - Oct 27
includes taxes & fees
Pocketbook Hotel and Bath

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 Quality Inn Great Barrington. 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?
Pocketbook Hotel and Bath: Features a steam room, 3 indoor pools, and spa services. Courtyard by Marriott Kingston and Kingston Regency Inn are two additional hotels that feature an onsite pool. 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 33 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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