Find hotels in Pine Plains, NY from $74

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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, (303)
"Great stay"
United Kingdom
Katherine
$248 nightly
The price is $280
Jan 4 - Jan 5, 2026
Total with taxes and fees
Inn at Pine Plains

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (442)
"Great location. Amazing views. "
United States
Sarig
$209 nightly
The price is $234
Jan 13 - Jan 14, 2026
Total with taxes and fees
AutoCamp Catskills

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.0 out of 10, Very Good, (1003)
"Comfortable hotel and staff very welcoming "
United States
Sunil
$72 nightly
The price is $81
Jan 7 - Jan 8, 2026
Total with taxes and fees
Quality Inn Hyde Park Poughkeepsie North

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1000)
"Great stay!!"
United States
Anita
$118 nightly
The price is $132
Dec 28 - Dec 29
Total with taxes and fees
Courtyard by Marriott Kingston

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (810)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
$67 nightly
The price is $74
Jan 4 - Jan 5, 2026
Total with taxes and fees
Monument Mountain Motel

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, (710)
"Great hospitality "
United States
regina maria
$107 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1000)
"My go to place for my ski weekends"
United States
Ryan
$76 nightly
The price is $85
Jan 6 - Jan 7, 2026
Total with taxes and fees
Quality Inn Great Barrington

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center
2.5 star property
Kingston
7.6 out of 10, Good, (1003)
"Nice staff, clean room, breakfast was tasty."
United States
Sarah
$106 nightly
The price is $118
Jan 1 - Jan 2, 2026
Total with taxes and fees
Best Western Plus Kingston Hotel And Conference Center

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (801)
"This was perfect for our family of 5. The beds were very comfortable. My son said he had the best shower of his life. The breakfast was very good with lots of options. A perfect overnight after the Polar Express."
United States
John
$114 nightly
The price is $128
Jan 1 - Jan 2, 2026
Total with taxes and fees
Residence Inn by Marriott Kingston

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.4 out of 10, Very Good, (810)
"I’ve stayed at the Beckman Arms many times, in all of the various parts (motel, Delamater House, etc) and have never been disappointed. The location is exceptional, the rooms are cozy and clean, and parking is great. I highly recommend it if you’re staying in the area."
United States
Armand
$109 nightly
The price is $124
Jan 1 - Jan 2, 2026
Total with taxes and fees
Beekman Arms and Delamater Inn

Hotel Kinsley

Hotel Kinsley
3.5 star property
Stockade District
9.0 out of 10, Wonderful, (332)
"Room was great and staff very friendly"
Canada
Byron
$256 nightly
The price is $287
Jan 22 - Jan 23, 2026
Total with taxes and fees
Hotel Kinsley

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1001)
"The hotel is great and great location. "
United States
Thomas
$114 nightly
The price is $128
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hampton Inn Kingston

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (163)
"Great location."
United States
Catherine
$190 nightly
The price is $213
Dec 25 - Dec 26
Total with taxes and fees
The Wiltwyck

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Dec 25 - Dec 26
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

The Nest Hudson

The Nest Hudson
3.5 star property
Hudson
9.6 out of 10, Exceptional, (211)
"The suite was perfect, charming, roomy. Parking is on the street, which was a concern, but we had no problem. Very walkable to shopping and restaurants. Lovely stay."
United States
Beth
$117 nightly
The price is $132
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Nest Hudson

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, (1000)
"Great room, friendly staff "
United States
Jamila
$124 nightly
The price is $139
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Express & Suites Kingston-Ulster by IHG

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.6 out of 10, Exceptional, (126)
"Very cute, great location in town, nice and quiet"
United States
Michael
$122 nightly
The price is $138
Dec 25 - Dec 26
Total with taxes and fees
Nautical Nest

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, (112)
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
$169 nightly
The price is $183
Jan 5 - Jan 6, 2026
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1001)
"Easy check in, friendly staff. "
United States
Daniel
$117 nightly
The price is $131
Dec 28 - Dec 29
Total with taxes and fees
Howard Johnson by Wyndham Saugerties

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (190)
"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
United States
Jenna
$140 nightly
The price is $157
Dec 27 - Dec 28
Total with taxes and fees
the Alander
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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

Hotels in Pine Plains with star-rating

Find out more about Pine Plains

Top reasons to visit Pine Plains

  • Outdoor Adventures: Pine Plains is perfect for outdoor enthusiasts with activities like skiing, hiking, and exploring nature reserves.
  • Scenic Beauty: Enjoy picturesque lakes and stunning views in nearby Litchfield Hills, ideal for relaxation and exploration.
  • Cultural Experiences: Discover local history through vintage aircraft exhibits and historic sites throughout the area.
  • Charming Accommodations: Stay in cozy bed and breakfasts or agritourism properties, many of which are pet-friendly.
  • Family-Friendly Activities: The region offers a variety of fun activities suitable for all ages, making it a great family getaway.

Find great hotels near Pine Plains

Pine Plains, New York, offers a charming selection of accommodations, perfect for every traveler. From cozy bed and breakfasts to welcoming agritourism properties, you’ll find options that cater to families and adventure seekers alike. Many hotels are pet-friendly, ensuring that your furry companions can join the fun. Explore our guide to discover the best hotels and guest rooms that Pine Plains has to offer for an unforgettable getaway.

  • Hampton Inn Kingston: The Hampton Inn Kingston offers a welcoming atmosphere tailored for both business and leisure travelers. Known for its LGBTQIA-friendly environment, this hotel is ideal for those looking to blend work with relaxation. Located 17 miles from Pine Plains, the property provides excellent business amenities, including a 24-hour business center and conference space. The pet-friendly policy ensures that guests can travel with their furry companions, making it a great choice for family-oriented trips. With a commitment to service and comfort, this hotel is perfect for a productive stay with a touch of warmth.
  • Holiday Inn Express & Suites Kingston-Ulster by IHG: Holiday Inn Express & Suites Kingston-Ulster is designed for travelers seeking a blend of comfort and functionality. Situated 17 miles from Pine Plains, this hotel is also LGBTQIA welcoming and offers a range of business facilities, including a 24-hour business center and meeting rooms. Guests can enjoy a free breakfast bar to fuel their day, making it an excellent choice for those on the go. The hotel's modern design and convenient location near local attractions ensure that you can balance work and relaxation seamlessly.
  • Residence Inn by Marriott Kingston: With a three-star rating, Residence Inn by Marriott Kingston presents a blend of home-like comfort and business efficiency. Located 17 miles from Pine Plains, this hotel is perfect for long stays, offering spacious suites that accommodate pets under specific conditions. The property emphasizes an LGBTQIA-friendly environment and features accessible business amenities, including a 24-hour business center and meeting rooms. Guests appreciate the full kitchen in each suite, making it easy to prepare meals during your stay. This hotel is ideal for both business travelers and families looking for a comfortable home base.

Where to stay near Pine Plains

Pine Plains offers a delightful mix of outdoor adventures and charming retreats, making it an ideal vacation spot. Explore nearby Litchfield Hills for scenic views and historic sites, all within walking distance. Whether you're seeking relaxation or family-friendly activities, this region provides a perfect escape. Embrace the atmosphere of adventure and history as you uncover the best places to explore in and around Pine Plains.

  • Rhinebeck: Nestled 14 miles from Pine Plains, Rhinebeck is a charming city that offers a delightful mix of outdoor activities and scenic beauty. Known for its picturesque landscapes, visitors flock here for adventures in education, skiing, and exploration of local landmarks like lakes and mountains. The vibrant town center features boutique shops, art galleries, and quaint cafes, making it a perfect spot for leisurely strolls. With peak visitor seasons in May, July, and September, Rhinebeck is a must-visit for those seeking an enriching travel experience.
  • Ancramdale: Located a mere 4 miles away from Pine Plains, Ancramdale is a hidden gem for outdoor enthusiasts. Visitors are drawn to its ski resorts and breathtaking scenery, with the peak tourist months being July, August, and October. The nearby national state park offers a wealth of hiking and recreational activities, ensuring a memorable stay. The tranquil atmosphere, combined with the allure of local lakes and mountains, makes Ancramdale an ideal destination for those looking to connect with nature and enjoy adventure.
  • Ancram: Just 5 miles from Pine Plains, Ancram is a city that captivates visitors with its stunning natural surroundings. Known for outdoor adventures and scenic vistas, Ancram is particularly popular from April to May and in July. The area boasts access to beautiful beaches, national state parks, and serene lakes, providing ample opportunities for recreation and relaxation. Whether you're skiing or hiking, Ancram offers a perfect backdrop for an adventurous getaway.

Things to do near Pine Plains

Pine Plains, New York, is an excellent destination for outdoor enthusiasts seeking adventure and beautiful scenery. Visitors can enjoy skiing, scenic hiking, and explore vintage aircraft exhibits. This charming town offers a blend of educational activities and outdoor fun, making it a perfect spot for a memorable vacation experience.

Shopping

Pine Plains offers a charming shopping experience with local gems. Visit Bodhi Tree Gallery for unique gifts, located 12 miles away. If you're up for a drive, check out Village Books at 14 miles and Clarke Outdoors at 17 miles for outdoor gear and more special finds.

Recreation

Experience the beautiful outdoors at Red Hook Golf Club, a golfer's paradise offering stunning views and a challenging course just 9 miles away. For relaxation, visit Saugerties Village Beach, located 16 miles away, perfect for unwinding by the water. Enjoy some fun at Kiwanis Ice Arena, 17 miles away, for ice skating adventures.

Adventure

Experience the thrill of motor racing at Lime Rock Park, located 14 miles from Pine Plains, where adrenaline meets speed. For a scenic outdoor adventure, hike the Harlem Valley Rail Trail, 7 miles away, offering breathtaking views. Unleash your competitive spirit at Hornets Nest Paintball, located 5 miles from Pine Plains.

Nightlife

Experience the vibrant nightlife in Pine Plains by visiting the Ancram Opera House for a captivating show just 5 miles away. For more theatrical flair, the Center for Performing Arts at Rhinebeck and TriArts Sharon Playhouse offer entertaining performances, both within a 12-mile drive.

*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 off-peak months of March or December to January when prices are lower. Book your stay on a Tuesday for the best rates and utilize Expedia’s search tool to find budget-friendly options. Combining flights and hotel stays through an Expedia package can lead to significant savings, and joining the One Key membership program offers exclusive discounts. Don’t forget to explore free activities in the area and take advantage of public transport for affordable travel within Pine Plains.

  • 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: Utilize Expedia's search tool to refine your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Pine Plains with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Pine Plains

Pine Plains, New York, is an ideal destination for outdoor enthusiasts and adventure seekers. Visitors can explore a variety of attractions, including national and state parks, picturesque lakes, and nature reserves. Whether you're looking for scenic views, cultural experiences, or thrilling outdoor activities, Pine Plains offers something for everyone, making it a perfect getaway for those who appreciate nature and adventure.

  • Omega Institute: Located 11 miles from Pine Plains, the Omega Institute offers a serene retreat focused on wellness, spirituality, and personal growth. With its peaceful surroundings and diverse workshops, visitors can immerse themselves in holistic practices and transformative experiences.
  • Bard College: Situated 13 miles away, Bard College is a historic institution known for its beautiful campus and vibrant arts scene. Explore the rich cultural offerings, including performances and exhibitions, while enjoying the charming atmosphere of this academic community.
  • Lake Taghkanic State Park: Just 8 miles from Pine Plains, Lake Taghkanic State Park is perfect for outdoor enthusiasts. Experience adventure through hiking, fishing, and swimming, all while taking in stunning lake views and lush landscapes.

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

When visiting Pine Plains, New York, you can fly into several nearby airports. Hartford, CT (BDL-Bradley Intl.) is 50 miles away, with excellent hotel options like the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the terminal. Albany, NY (ALB-Albany Intl.) is 53 miles away, featuring the Park Manor Hotel, located 8 miles from the airport. Newburgh, NY (SWF-Stewart Intl.) is the closest at 40 miles, offering accommodations like The Dutchess Inn and Spa at Beacon, just 6 miles from the airport. Each hotel provides convenient access to their respective airports, ensuring a smooth travel experience.

Frequently asked questions

What is the best area to stay in Pine Plains?
The best area to stay in Pine Plains is the area around the town center, particularly along Main Street and its immediate surroundings.

This central area offers convenient access to local establishments and the village green. You'll find a selection of local shops, cafes, and eateries within walking distance, making it easy to explore the town on foot. The town center provides a pleasant, low-key atmosphere for visitors.

Couples looking for a relaxing getaway will appreciate the quiet surroundings and the ability to stroll to dinner or a local shop without needing a car.
What are the best hotels in Pine Plains that travelers recommend?
For travelers seeking highly recommended accommodations in Pine Plains, the Inn at Pine Plains is an excellent choice.

The 3.5-star Inn at Pine Plains boasts an impressive 9.8 rating from guests. This hotel is praised for its great location, being just 0.2 miles from Pine Plains Library, 0.8 miles from Thompson Pond, and 0.9 miles from Stissing Lake Park. Guests also frequently highlight the cleanliness of the suites. Amenities include air conditioning, premium bedding, and a complimentary continental breakfast.
What hotels in Pine Plains offer free breakfast?
For hotels in Pine Plains that offer complimentary breakfast, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, boasting an impressive 9.8 rating, provides a free continental breakfast daily, ensuring a convenient start to your day. Guests appreciate the complimentary self-parking and the fact that pets can stay free. It is conveniently located near local attractions, just 0.2 miles from the Pine Plains Library, 0.8 miles from Thompson Pond, and 0.9 miles from Stissing Lake Park.
What are the top pet-friendly hotels in Pine Plains?
For a top pet-friendly hotel in Pine Plains, consider the Inn at Pine Plains.

The 3.5-star Inn at Pine Plains, with an excellent 9.8 rating, is highly recommended for travelers with pets. Pets are permitted to stay free, and this hotel specifically welcomes dogs. Guests can also enjoy a complimentary continental breakfast during their stay. The Inn at Pine Plains is conveniently located near Stissing Lake Park, the Pine Plains Library, and Thompson Pond, offering easy access to local attractions. See more pet-friendly hotels in Pine Plains
What are the best hotels in Pine Plains near Thompson Pond?
For a comfortable stay in Pine Plains near Thompson Pond, consider the Inn at Pine Plains.

This 3.5-star hotel, with an exceptional 9.8 rating, is located just 0.8 miles from Thompson Pond. It offers complimentary breakfast, including a continental option, and free toiletries, adding convenience to your stay. Guests appreciate the free self-parking and the fact that pets can stay free. Many guests have praised its great location and the cleanliness of its suites.
When is the best time to go to Pine Plains?
The best time to visit Pine Plains is during the summer and fall months, from June through October, when the weather is most favorable for outdoor activities and local events are plentiful.

Summer in Pine Plains, particularly July and August, offers warm temperatures great for enjoying Stissing Lake. Visitors can swim, kayak, or simply relax by the water. The Pine Plains Farmers Market is also in full swing during these months, providing fresh local produce and artisan goods.

For those who appreciate scenic beauty and comfortable temperatures, September and October are ideal. The changing leaves create a picturesque landscape, making it a great time for hiking or exploring the numerous trails around Stissing Mountain.
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 canceled 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 Pine Plains hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Pine Plains hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Pine Plains hotel?
Prices for hotels in Pine Plains often vary, but you can find a great deal from $74 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 the cheapest rate.

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