Pine Plains Hotels

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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 P16,980
P19,208 total
includes taxes & fees
May 26 - May 27
Inn at Pine Plains

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is P5,221
P5,831 total
includes taxes & fees
May 25 - May 26
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)
"Checkin staff was great , breakfast so so parking was safe"
United States
Alan
The price is P8,027
P8,990 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express & Suites Kingston-Ulster by IHG

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (78 reviews)
"The room was very clean and was cleaned daily, staff was very friendly, breakfast buffet was excellent "
United States
John
The price is P11,059
P12,386 total
includes taxes & fees
May 22 - May 23
Little Cat Lodge

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (49 reviews)
"the breakfast is from heaven. the house is beautiful. love the stay."
United States
Catherine
The price is P11,903
P13,296 total
includes taxes & fees
May 31 - Jun 1
Wilder House Berkshires

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, (229 reviews)
"Really great location and near great area."
United States
Sherwin
The price is P11,047
P14,597 total
includes taxes & fees
Jun 1 - Jun 2
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (497 reviews)
"Clean room comfortable bed we’ll stay again"
United States
Mina
The price is P7,935
P8,570 total
includes taxes & fees
May 31 - Jun 1
Red Ranch Motel

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (180 reviews)
"Breakfast was great and bed sleeps Well."
United States
Carl
The price is P9,614
P11,056 total
includes taxes & fees
May 24 - May 25
Blackberry River Inn

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean, adequate parking, breakfast included, great location."
United States
Stephen
The price is P8,139
P9,115 total
includes taxes & fees
Jun 21 - Jun 22
Hampton Inn Kingston

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, (780 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is P10,439
P11,661 total
includes taxes & fees
May 28 - May 29
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very Good, (26 reviews)
"Nice staff, great restaurant at the inn. Very cute town. "
United States
Valerie
The price is P15,504
P17,539 total
includes taxes & fees
May 24 - May 25
The Millerton Inn

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 P14,819
P16,764 total
includes taxes & fees
May 24 - May 25
Millbrook Country House Bed & Breakfast

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, (765 reviews)
"Above average hotel breakfast. Very clean hotel."
United States
Helen
The price is P7,965
P8,897 total
includes taxes & fees
Jun 1 - Jun 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,001 reviews)
"Experience was wonderful,! Excellent! Hotel ,suite was exceptional! Staff is so helpful and friendly! Thank you for making my stay so special!"
United States
Carolann
The price is P8,579
P9,608 total
includes taxes & fees
Jun 14 - Jun 15
Courtyard by Marriott Kingston

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
Kingston
6.2 out of 10, (1,009 reviews)
"Room was very clean and comfortable."
United States
Jose
The price is P5,403
P6,052 total
includes taxes & fees
Jun 21 - Jun 22
Super 8 by Wyndham Kingston

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (855 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is P4,223
P4,717 total
includes taxes & fees
May 27 - May 28
Monument Mountain Motel

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.8 out of 10, (85 reviews)
"A little dated but clean. A room for the night for when I race at lime rock"
United States
William
The price is P8,027
P9,231 total
includes taxes & fees
May 26 - May 27
Hitching Post Country Motel

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (503 reviews)
"Great stay"
United States
Hitesh
The price is P8,918
P12,408 total
includes taxes & fees
Jun 11 - Jun 12
AutoCamp Catskills

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (929 reviews)
"Spacious room, good breakfast, nice lobby area with fireplace and beer in tap. "
United States
Jennifer
The price is P8,826
P9,885 total
includes taxes & fees
Jun 21 - Jun 22
Residence Inn by Marriott Kingston

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (136 reviews)
"Room was clean"
United States
Patrick
The price is P8,002
P8,962 total
includes taxes & fees
May 25 - May 26
The Brooks Motel
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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

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?
Located 19.3 mi (31 km) from the heart of Pine Plains, Best Western Plus Kingston Hotel And Conference Center is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy and AutoCamp Catskills. 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: Features 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 Stissing Lake Park, Gallatin Town Hall, and The Stissing Center. A couple of additional sights to add to your agenda are Pine Plains Library and Thompson Pond. 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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