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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, (305 reviews)
"Great stay"
United Kingdom
Katherine
The price is AU$413
includes taxes & fees
29 Apr - 30 Apr
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, (1,004 reviews)
"Very friendly staff and conviently located"
United States
Dawn
The price is AU$118
includes taxes & fees
25 May - 26 May
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, (1,006 reviews)
"Clean and tidy with very kind helpful staff. "
United States
Crystal
The price is AU$203
includes taxes & fees
10 May - 11 May
Holiday Inn Express & Suites Kingston-Ulster by IHG

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (845 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is AU$93
includes taxes & fees
30 Apr - 1 May
Monument Mountain Motel

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, (213 reviews)
"Everything was great we can’t wait to return !"
United States
Diana
The price is AU$277
includes taxes & fees
28 May - 29 May
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is AU$168
includes taxes & fees
29 Apr - 30 Apr
Locust Tree Bed and Breakfast LLC

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, (778 reviews)
"Staff made our stay enjoyable. Very friendly and extremely helpful. Wanted to check in earlier then normal. They were very helpful. Breakfast was normal chain breakfast. Very quiet hotel."
United States
Graham
The price is AU$236
includes taxes & fees
3 May - 4 May
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
Kingston
6.2 out of 10, (1,001 reviews)
"Room was very clean and comfortable."
United States
Jose
The price is AU$139
includes taxes & fees
6 May - 7 May
Super 8 by Wyndham Kingston

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,004 reviews)
"Always a great stay here! "
United States
CODY ANN
The price is AU$201
includes taxes & fees
3 May - 4 May
Courtyard by Marriott Kingston

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (46 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is AU$240
includes taxes & fees
29 Apr - 30 Apr
Wilder House Berkshires

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (174 reviews)
"Charming, quiet, clean very clean with a beautiful dining room for breakfast and very respectful service."
United States
Mara
The price is AU$247
includes taxes & fees
29 Apr - 30 Apr
Blackberry River Inn

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,005 reviews)
"We got in fairly late and the front desk staff were amazing! Great sleep and excellent breakfast/coffee"
United States
Sailor
The price is AU$201
includes taxes & fees
17 May - 18 May
Hampton Inn Kingston

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, (758 reviews)
"Nice clean room, clean and well maintained breakfast was tasteful each day. Desk Clerk very helpful in giving out direction, Breaksfast person, very friendly. Hotel is centrally located, shop and restaurant nearby"
United States
Berdest
The price is AU$173
includes taxes & fees
4 May - 5 May
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (76 reviews)
"The room was very clean and was cleaned daily, staff was very friendly, breakfast buffet was excellent "
United States
John
The price is AU$237
includes taxes & fees
29 Apr - 30 Apr
Little Cat Lodge

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, (1,005 reviews)
"This place needs to be updated. That’s all I am gonna say"
United States
Elyse
The price is AU$136
includes taxes & fees
11 May - 12 May
Best Western Plus Kingston Hotel And Conference Center

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.2 out of 10, Very good, (1,006 reviews)
"Room was clean, staff was accommodating and very nice. Parking was convenient, I would stay here again."
United States
Dawn
The price is AU$146
includes taxes & fees
19 May - 20 May
Quality Inn Hyde Park Poughkeepsie North

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (219 reviews)
"A very nice modern yet rustic place. Close to hiking trails! "
United States
Kathleen
The price is AU$265
includes taxes & fees
4 May - 5 May
the Alander

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (140 reviews)
"Nice spacious room & bathroom with everything I needed. Staff was very helpful."
United States
Caitlin
The price is AU$191
includes taxes & fees
6 May - 7 May
Howard Hotel

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is AU$268
includes taxes & fees
29 Apr - 30 Apr
The Berkshire Mountain Inn

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (494 reviews)
"Clean room comfortable bed we’ll stay again"
United States
Mina
The price is AU$160
includes taxes & fees
29 Apr - 30 Apr
Red Ranch Motel
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

Recent Reviews in Pine Plains

More cheap accommodation in Pine Plains

Find out more about Pine Plains

Top reasons to visit Pine Plains

  • Outdoor Adventures: Pine Plains offers a range of outdoor activities like skiing and bush hikes, perfect for nature enthusiasts.
  • Scenic Beauty: Enjoy stunning landscapes and serene gardens that showcase the natural charm of the Hudson Valley.
  • Rich Local History: Explore nearby historic colleges and cultural institutes to immerse yourself in the area's heritage.
  • Charming Accommodations: Stay in inviting bed and breakfasts or unique agritourism properties that cater to various travellers.
  • Family-Friendly Activities: Pine Plains provides a welcoming atmosphere with activities suitable for families and adventure seekers alike.

Find great hotels near Pine Plains

Discover a range of charming accommodations in Pine Plains, New York, perfect for your getaway. From inviting bed and breakfasts to unique agritourism properties, you'll find options that cater to families, pet owners, and adventure seekers alike. Explore the best hotels and inns in the area, ensuring a comfortable and memorable stay while enjoying the scenic beauty of the Hudson Valley.

  • Holiday Inn Express & Suites Kingston-Ulster by IHG: This hotel offers a modern, business-friendly environment, perfect for professionals on the go. Located 27.4km from Pine Plains, the Holiday Inn Express & Suites Kingston-Ulster welcomes LGBTQIA travellers and is affiliated with LGBTQI travel guides. Guests can enjoy a variety of amenities, including a 24-hour Business Centre and meeting rooms, making it an ideal choice for those needing to conduct business while away. The property’s commitment to inclusivity and convenience ensures a comfortable stay for all.
  • Courtyard by Marriott Kingston: A stylish and contemporary hotel also located 27.4km from Pine Plains, the Courtyard by Marriott Kingston is a haven for business travellers and LGBTQIA guests alike. With a 24-hour accessible Business Centre, Conference Space, and meeting rooms, this hotel is designed for those who need to stay productive while travelling. Its affiliation with LGBTQI travel guides underscores its welcoming atmosphere, ensuring that all guests feel at home. Enjoy a comfortable stay with all the modern amenities you need for a successful trip.
  • Beekman Arms Hotel: Situated 22.5km from Pine Plains, the Beekman Arms Hotel is a charming inn that combines a historic feel with modern conveniences. This 3.5-star property is not only business-friendly but also pet-friendly, welcoming furry companions with specific policies in place. With Conference Space available for meetings, it caters well to business travellers while maintaining a relaxed atmosphere. Guests can appreciate the unique character of this inn while enjoying amenities that accommodate both professional and personal needs.

Where to stay near Pine Plains

Pine Plains, New York, offers a delightful blend of outdoor adventure and stunning scenery, making it a perfect holiday destination. Explore the charming surrounding areas, including the picturesque Litchfield Hills, where you can immerse yourself in nature and enjoy mountain proximity. Whether you're after relaxation or family-friendly activities, Pine Plains and its nearby regions provide a welcoming atmosphere for all types of travellers looking for a memorable escape.

  • Rhinebeck: Located 22.5km from Pine Plains, Rhinebeck is a charming town that offers a delightful mix of outdoor adventures and scenic beauty. Known for its vibrant arts scene and historical architecture, it attracts visitors year-round, with peaks in May, July, and September. Outdoor enthusiasts can enjoy activities like skiing in winter, while summer brings opportunities for hiking and exploring local lakes. Don't miss the nearby mountains and the renowned local institute, which hosts various educational events and workshops throughout the year.
  • Ancramdale: Just 6.4km away from Pine Plains, Ancramdale is a hidden gem for those seeking outdoor adventures and breathtaking scenery. With a welcoming community and a plethora of activities, visitors flock here primarily in July, August, and October. The area is perfect for skiing at the local ski resorts and fields, while the nearby national state park offers stunning landscapes for hiking and exploring. Lakes and mountains surround the region, providing a tranquil backdrop for your getaway.
  • Ancram: Situated 8.0km from Pine Plains, Ancram boasts a picturesque setting that’s perfect for those who appreciate the great outdoors. With visitor numbers peaking in April, May, and July, it’s a popular destination for adventure seekers. The area is renowned for its skiing opportunities and outdoor activities, while local landmarks like beaches and national state parks provide stunning views and recreational options. Whether you're looking to relax by the lake or hit the slopes, Ancram has something to offer everyone.

Things to do in and around Pine Plains

Pine Plains, New York, offers a delightful mix of outdoor adventures and stunning scenery perfect for a getaway. Enjoy activities like skiing, bush hikes, and exploring serene gardens that showcase the area’s natural beauty. Whether you're seeking education or simply want to immerse yourself in nature, Pine Plains has something for everyone looking to unwind and reconnect with the great outdoors.

Shopping

Pine Plains offers unique shopping experiences like Bodhi Tree Gallery, 19.3km away, showcasing local art and crafts. If you're up for a drive, visit Village Books, 22.5km away, for a charming collection of literature, or Clarke Outdoors, 27.4km away, for outdoor gear and apparel.

Recreation

Stissing Lake Park offers serene walking trails and tranquil picnic spots, perfect for relaxation amidst nature. For a bit of sport, head to Red Hook Golf Club or Undermountain Golf Course, both just 14.5km away, where you can enjoy a round of golf in beautiful outdoor settings.

Adventure

Lime Rock Park, located 22.5km from Pine Plains, offers exhilarating motor racing experiences amidst thrilling sports vibes. For a scenic hike, the Harlem Valley Rail Trail, 11.3km away, showcases stunning landscapes and outdoor adventure. For an action-packed day, visit Hornets Nest Paintball, just 8.0km away.

Nightlife

Pine Plains offers charming nightlife with nearby venues like Ancram Opera House, just 8.0km away, showcasing vibrant performances. The Centre for Performing Arts at Rhinebeck, 17.7km out, delivers cultural experiences, while TriArts Sharon Playhouse, 19.3km away, enchants with family-friendly shows. A delightful evening awaits!

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 for lower accommodation rates. Booking on a Tuesday can also help you find the best deals, while Saturdays tend to be pricier. Use Expedia to compare prices and filter for eco-friendly hotels. Additionally, look for package deals that combine flights and accommodation to maximise savings. For budget-friendly activities, explore the area's natural beauty, as many outdoor attractions are free to enjoy.

  • 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: Expedia's search tool makes it easy for you to choose your budget, favourite location, and additional preferences. You can arrange your results from the lowest to highest prices, so you can quickly find the most affordable accommodation. Additionally, you have the option to narrow down your choices by hotel type. For instance, selecting the Eco-certified filter will display sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save some dollars by combining your Pine Plains hotel reservation with your flights and activities when you book an Expedia package.

Find the best attractions near Pine Plains

Pine Plains, New York, is a fantastic destination for those seeking outdoor adventures and scenic beauty. With a variety of attractions, including national parks, historic colleges, and cultural institutes, visitors can immerse themselves in nature while also enjoying rich local history. Whether you're keen on hiking, exploring educational sites, or simply soaking in the stunning landscapes, Pine Plains offers a diverse range of activities for every type of traveller.

  • Omega Institute: Nestled 17.7km from Pine Plains, Omega Institute offers a serene environment focused on wellness and personal growth. With its historical ambiance, it promotes mindfulness and holistic living, making it a perfect retreat.
  • Bard College: Located 20.9km away, Bard College is steeped in rich history and culture. Its stunning campus hosts various artistic events and performances, providing visitors with a taste of collegiate life and intellectual engagement.
  • Orvis Sandanona Shooting Grounds: Also 20.9km from Pine Plains, Orvis Sandanona is a premier shooting destination where you can learn the art of shooting in a beautiful setting. The grounds offer a unique blend of education and outdoor experience.

Best time to go to Pine Plains

The best time to visit Pine Plains can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pine Plains falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Pine Plains falls in January, 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

To visit Pine Plains, New York, you can fly into three major airports. Hartford, CT (BDL-Bradley Intl.) is approximately 80.5km away, with nearby accommodation options like the 4-star Simsbury 1820 House, 11.3km from the airport, and the 3.5-star Sheraton Hartford Hotel, located on-site. Albany, NY (ALB-Albany Intl.) is around 85.3km away, offering hotels such as The Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both 12.9km from the airport. Newburgh, NY (SWF-Stewart Intl.) is the closest at 64.4km away, with options like The Crossroads Hotel, just 3.2km from the airport. All these hotels provide convenient access to their respective airports.

Frequently asked questions

What's the best place for a stay in Pine Plains?
Based on our traveller 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 Residence Inn by Marriott Kingston and Beekman Arms and Delamater Inn. See all available top hotels, or vacation rentals in Pine Plains.
What are some of the best holiday rentals that Pine Plains has to offer?
Hamptons on the Hudson in South Saugerties: This holiday home rental outside of Pine Plains is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. See all vacation rentals in Pine Plains.
If I need to cancel my hotel reservation in Pine Plains, will I receive a refund?
Yes! Most hotel room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Pine Plains.
What's the best dog-friendly hotel 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: Offers a snack bar/deli, an indoor pool and free self parking. View all hotels with pools in Pine Plains.
What is staying in Pine Plains like?
Travellers to Pine Plains will find plenty to explore and enjoy. In Pine Plains, there are 34 hotels and other accommodation options to choose from. Find out more about Pine Plains.
What should I see while I'm 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 itinerary are The Stissing Center and Pine Plains Library. Take a look at what more there is to see and do in Expedia's Pine Plains guide.
What's the seasonal weather like in Pine Plains?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Pine Plains are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

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