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, (303 reviews)
"Great stay"
United Kingdom
Katherine
The price is P14,345
P16,228 total
includes taxes & fees
Mar 2 - Mar 3
Inn at Pine Plains

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,001 reviews)
"Clean room, great location"
United States
Andrea
The price is P4,385
P4,898 total
includes taxes & fees
Mar 4 - Mar 5
Quality Inn Great Barrington

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (823 reviews)
"The room was clean, and the staff was friendly and helpful. "
United States
Damien
Monument Mountain Motel

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (415 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is P6,086
P6,999 total
includes taxes & fees
Feb 20 - Feb 21
Locust Tree Bed and Breakfast LLC

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, (154 reviews)
"The cabin was very clean and cozy"
United States
Azma
The price is P6,318
P9,327 total
includes taxes & fees
Feb 24 - Feb 25
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
The price is P11,592
P12,948 total
includes taxes & fees
Feb 25 - Feb 26
The Berkshire Mountain Inn

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.0 out of 10, Very Good, (15 reviews)
"Antonia was wonderful and made our stay special. She was kind and warm and when we were initially unhappy with our room immediately rectified the situation and in the end our stay was perfect! It’s a charming hotel, clean and centrally located, walking distance to all the local shops in town."
United States
Jamie
The price is P9,343
P10,569 total
includes taxes & fees
Feb 23 - Feb 24
The Millerton Inn

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, (734 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is P5,981
P6,681 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Howard Hotel

Howard Hotel
2.0 star property
Hudson
10.0 out of 10, Exceptional, (118 reviews)
"Awesome hotel!"
United States
michael
Howard Hotel

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (37 reviews)
"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is P7,826
P8,741 total
includes taxes & fees
Mar 20 - Mar 21
East Rock Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (168 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is P9,024
P10,378 total
includes taxes & fees
Feb 22 - Feb 23
Blackberry River Inn

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (489 reviews)
"Clean room comfortable bed we’ll stay again"
United States
Mina
The price is P5,571
P6,016 total
includes taxes & fees
Mar 19 - Mar 20
Red Ranch Motel

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (112 reviews)
"Great experience, looking forward to staying again."
United States
Greg
The price is P8,114
P9,088 total
includes taxes & fees
Feb 24 - Feb 25
Changing Times Boutique Country Lodging

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (200 reviews)
"Nice room and reasonable prices! Will recommend."
United States
Jianyang
The price is P8,114
P9,088 total
includes taxes & fees
Feb 24 - Feb 25
the Alander

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (456 reviews)
"Room was very spacious and clean I loved it it’s my second time there "
United States
Melli
The price is P7,538
P10,714 total
includes taxes & fees
Mar 15 - Mar 16
AutoCamp Catskills

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1,001 reviews)
"Easy check in, friendly staff. "
United States
Daniel
The price is P6,955
P7,790 total
includes taxes & fees
Mar 8 - Mar 9
Howard Johnson by Wyndham Saugerties

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (19 reviews)
"Excellent local stay - would recommend to all"
United States
Gentian
The price is P11,360
P14,632 total
includes taxes & fees
Mar 3 - Mar 4
Prospect Berkshires

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.6 out of 10, Exceptional, (129 reviews)
"Very cute, great location in town, nice and quiet"
United States
Michael
The price is P6,886
P7,987 total
includes taxes & fees
Feb 22 - Feb 23
Nautical Nest

Hudson Mariner

Hudson Mariner
3.0 star property
Hudson
9.2 out of 10, Wonderful, (118 reviews)
"Excellent will go back anytime"
United States
James
Hudson Mariner
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.

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?
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 Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy and Residence Inn by Marriott Kingston. 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?
Hampton Inn Kingston: Offers a snack bar/deli, an indoor pool, and buffet. Another choice that offers an onsite pool is Courtyard by Marriott Kingston. 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?
Favorite places to visit include Pine Plains Library, Stissing Lake Park, and The Stissing Center. 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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