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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 CA $345
CA $390 total
includes taxes & fees
May 4 - May 5
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, (1,000 reviews)
"Very friendly staff and conviently located"
United States
Dawn
The price is CA $108
CA $121 total
includes taxes & fees
Apr 30 - May 1
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, (1,000 reviews)
"Clean and tidy with very kind helpful staff. "
United States
Crystal
The price is CA $167
CA $187 total
includes taxes & fees
May 10 - May 11
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 CA $98
CA $110 total
includes taxes & fees
May 6 - May 7
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 CA $218
CA $294 total
includes taxes & fees
May 6 - May 7
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 CA $143
CA $165 total
includes taxes & fees
May 8 - May 9
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 CA $207
CA $231 total
includes taxes & fees
May 7 - May 8
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 CA $115
CA $129 total
includes taxes & fees
May 17 - May 18
Super 8 by Wyndham Kingston

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,000 reviews)
"Always a great stay here! "
United States
CODY ANN
The price is CA $177
CA $198 total
includes taxes & fees
May 3 - May 4
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 CA $207
CA $231 total
includes taxes & fees
Apr 30 - May 1
Wilder House Berkshires

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (175 reviews)
"Charming, quiet, clean very clean with a beautiful dining room for breakfast and very respectful service."
United States
Mara
The price is CA $193
CA $222 total
includes taxes & fees
May 10 - May 11
Blackberry River Inn

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,000 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 CA $177
CA $198 total
includes taxes & fees
May 17 - May 18
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 CA $152
CA $170 total
includes taxes & fees
May 6 - May 7
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 CA $207
CA $232 total
includes taxes & fees
May 3 - May 4
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 CA $119
CA $134 total
includes taxes & fees
May 14 - May 15
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 CA $142
CA $160 total
includes taxes & fees
May 3 - May 4
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 CA $232
CA $259 total
includes taxes & fees
May 4 - May 5
the Alander

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (141 reviews)
"Nice spacious room & bathroom with everything I needed. Staff was very helpful."
United States
Caitlin
The price is CA $167
CA $189 total
includes taxes & fees
May 5 - May 6
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 CA $259
CA $289 total
includes taxes & fees
May 4 - May 5
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 CA $146
CA $157 total
includes taxes & fees
Apr 30 - May 1
Red Ranch 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.

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Find out more about Pine Plains

Top reasons to visit Pine Plains

  • Outdoor Adventures: Pine Plains boasts stunning landscapes perfect for skiing, hiking, and fishing, catering to all adventure seekers.
  • Picturesque Parks: Explore serene parks and nature reserves that offer ample opportunities for relaxation and enjoyment of natural beauty.
  • Rich Local History: Dive into local historical sites that provide a cultural touch to your visit.
  • Charming Accommodations: Enjoy delightful stays at bed and breakfasts and unique agritourism properties.
  • Family-Friendly Fun: Discover low-crowd areas ideal for family outings and activities.

Find great hotels near Pine Plains

Discover charming accommodations in Pine Plains, New York, ideal for your getaway. From delightful bed and breakfasts to unique agritourism properties, you'll find a variety of options that cater to families, adventure seekers, and pet-friendly travellers. Whether you're looking for the best hotels, the Inn at Pine Plains, or quality inns, Pine Plains offers a welcoming atmosphere for every type of visitor seeking a memorable vacation experience.

  • Hampton Inn Kingston: Nestled 27.4km from Pine Plains, Hampton Inn Kingston is a welcoming haven for both business and leisure travellers. This pet-friendly hotel embraces an inclusive atmosphere, proudly catering to LGBTQIA guests. Business amenities such as a 24-hour business centre, conference space, and meeting rooms make it ideal for professionals on the go. The hotel's commitment to comfort and service extends to its pet policy, allowing dogs and cats with certain restrictions. Guests can enjoy a cozy stay with a focus on community and convenience.
  • Holiday Inn Express & Suites Kingston-Ulster by IHG: Also located 27.4km from Pine Plains, the Holiday Inn Express & Suites Kingston-Ulster is an excellent choice for those seeking a seamless blend of comfort and productivity. This hotel welcomes LGBTQIA guests and offers essential business amenities, including a 24-hour business centre and meeting rooms for any corporate needs. The hotel’s modern design and complimentary breakfast add to the appeal, making it perfect for both work and relaxation. The accommodating atmosphere ensures that every guest feels at home.
  • Residence Inn by Marriott Kingston: Just 27.4km from Pine Plains, the Residence Inn by Marriott Kingston stands out with its extended stay options, perfect for both short and long visits. This pet-friendly and LGBTQIA welcoming hotel features accessible business amenities, including a 24-hour business centre and meeting rooms. Guests appreciate the spacious suites designed for comfort and convenience, complete with kitchen facilities. The hotel fosters a sense of community while providing the essential amenities for a stress-free stay for both leisure and business travellers.

Where to stay near Pine Plains

Discover the charm of Pine Plains, New York, where outdoor adventure meets rich history. Enjoy a peaceful getaway surrounded by picturesque landscapes and nearby lakes, perfect for fishing, hiking, and relaxing. Explore the low-crowd areas that invite family-friendly fun, or dive into the local historical sites for a touch of culture. With its affordable options and serene atmosphere, Pine Plains promises a delightful escape into nature and adventure.

  • Rhinebeck: Situated 22.5km from Pine Plains, Rhinebeck is a charming town that draws visitors year-round, with peak travel periods in May, July, and September. Known for its outdoor adventures and stunning scenery, Rhinebeck offers a variety of activities including skiing at nearby resorts and exploring educational institutions. The picturesque landscape features local landmarks such as lakes and mountains, making it a great spot for nature lovers and those seeking an invigorating getaway.
  • Ancramdale: Just 6.4km away from Pine Plains, Ancramdale is a delightful destination that also experiences steady tourist traffic throughout the year. The peak seasons in July, August, and October see visitors eager to enjoy outdoor activities and breathtaking views. Ancramdale is home to several ski resorts and fields, perfect for winter sports enthusiasts. With its proximity to beautiful lakes and national state parks, this city serves as an excellent base for outdoor exploration and adventure.
  • Ancram: Located 8.0km from Pine Plains, Ancram offers a combination of scenic beauty and outdoor activities that attracts visitors throughout the year, particularly during the spring and summer months. With a focus on adventure, Ancram is ideal for those who enjoy skiing and various outdoor experiences. The area is close to stunning beaches, national state parks, and serene lakes, providing ample opportunities for relaxation and exploration in nature.

Things to do near Pine Plains

Pine Plains offers a delightful blend of outdoor adventures and scenic beauty, ideal for vacationers seeking adventure and relaxation. Visitors can enjoy skiing, explore various hiking trails, and shop at local markets. The area is also home to picturesque parks, providing ample opportunities to soak in the natural surroundings. Whether you're after education or outdoor fun, Pine Plains has something for everyone.

Shopping

Pine Plains offers unique shopping experiences. Visit Bodhi Tree Gallery, located 19.3km away, for eclectic gifts. For book lovers, Village Books is 22.5km away. If you're up for a drive, Clarke Outdoors, 27.4km from Pine Plains, provides outdoor gear and apparel.

Recreation

At Red Hook Golf Club, enjoy a round of golf amidst beautiful landscapes, perfect for sports enthusiasts. Saugerties Village Beach offers a tranquil setting for relaxation and wellness by the water. For a fun adventure, head to Kiwanis Ice Arena for ice skating, combining sports and entertainment in one experience.

Adventure

Experience the thrill of motor racing at Lime Rock Park, located 22.5km from Pine Plains, where the adrenaline of speed meets the excitement of competition. For a tranquil hike, explore the scenic Harlem Valley Rail Trail, 11.3km away, offering stunning outdoor vistas. Enjoy adventure at Hornets Nest Paintball, 8.0km from town, perfect for an action-packed day.

Nightlife

Pine Plains offers a charming nightlife with theatres like the Center for Performing Arts at Rhinebeck, 17.7km away, and TriArts Sharon Playhouse, 19.3km away, both featuring delightful performances. Closer, the Ancram Opera House, just 8.0km away, provides a cozy atmosphere for a memorable evening.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Pine Plains

For a budget-friendly trip to Pine Plains, consider visiting during March or December to January for lower accommodation rates, while Tuesdays tend to be the cheapest days to book. Avoid weekends, especially Saturdays, which are pricier. Use Expedia to filter for eco-certified hotels and sort results by price to find great deals. Consider bundling your hotel, flights, and activities for additional savings. Look out for minute deals and price guarantees to make the most of your travel budget while enjoying the free outdoor activities that the area offers.

  • 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 preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply sort 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.

Find the best attractions near Pine Plains

Pine Plains, New York, is a delightful destination for outdoor enthusiasts and adventure seekers. With its stunning natural landscapes, visitors can explore national and state parks, picturesque lakes, and serene nature reserves. This charming area offers a variety of activities that blend culture and adventure, ensuring a memorable experience for all travellers. Don't miss the chance to enjoy the beautiful scenery and outdoor pursuits that Pine Plains has to offer.

  • Omega Institute: Located 17.7km from Pine Plains, Omega Institute offers a unique blend of historical and urban vibes. It serves as a hub for personal growth and holistic learning, featuring workshops, retreats, and beautiful grounds that promote mindfulness and wellness.
  • Bard College: Situated 20.9km away, Bard College is a historic institution renowned for its rich cultural atmosphere. Visitors can explore its stunning campus, attend performances, or engage with the arts in a vibrant community setting.
  • Lake Taghkanic State Park: Just 12.9km from Pine Plains, Lake Taghkanic State Park is a paradise for outdoor enthusiasts. With its breathtaking scenery, hiking trails, and opportunities for swimming and picnicking, it’s perfect for an adventurous day in nature.

Best time to go to Pine Plains

The best time to visit Pine Plains is dependant 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

If you're planning a visit to Pine Plains, New York, there are several airports you can consider flying into. Hartford, CT (BDL-Bradley Intl.) is about 80.5km away, with nearby hotels like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, located 1.6km from the airport. Albany, NY (ALB-Albany Intl.) is another option, situated 85.3km away, with accommodations such as the Park Manor Hotel, 12.9km from the airport. Lastly, Newburgh, NY (SWF-Stewart Intl.) is approximately 64.4km from Pine Plains, featuring hotels like The Dutchess Inn and Spa at Beacon, just 9.7km away from the airport.

Frequently asked questions

What is the best area to stay in Pine Plains?
The best area to stay in Pine Plains is within the hamlet itself, particularly around the main thoroughfare, Route 199.

This central area is where you'll find the core of Pine Plains, including the local shops, eateries, and a general sense of community. The historic Pine Plains Hotel, a local landmark, anchors this part of town. It's a convenient base for exploring the surrounding countryside, with easy access to roads leading to nearby attractions. Couples looking for a quiet getaway will appreciate the relaxed pace and the ability to stroll to dinner or browse local shops.

For those prioritising a tranquil, rural escape, the areas just outside the hamlet centre, particularly those bordering Stissing Mountain and its namesake lake, offer a wonderful retreat. Here, you'll find properties with more expansive grounds, often featuring views of the rolling hills and woodlands.
What are the best hotels in Pine Plains that travellers recommend?
For a highly recommended hotel in Pine Plains, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an outstanding 9.8 rating, is frequently praised by guests for its convenient location and clean suites. It offers amenities such as deep soaking bathtubs, air conditioning, and premium bedding for a comfortable stay. Guests can also enjoy a complimentary continental breakfast, adding to the convenience. The Inn at Pine Plains is well-situated, being just 0.3 km from Pine Plains Library, 1.2 km from Thompson Pond, and 1.5 km from Stissing Lake Park.
What hotels in Pine Plains offer free breakfast?
For hotels in Pine Plains that offer a complimentary breakfast, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an outstanding 9.8 rating, provides a free continental breakfast daily. Guests frequently praise its excellent location, with Stissing Lake Park just 1.5 km away and the Pine Plains Library a mere 0.3 km. The Inn at Pine Plains also offers free self-parking and allows pets to stay without charge, adding to its convenience.
What are the top pet-friendly hotels in Pine Plains?
For a top pet-friendly hotel in Pine Plains, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an outstanding 9.8 rating, warmly welcomes pets, and they even stay for free. Guests particularly appreciate the complimentary continental breakfast and the hotel's convenient location. It is just 0.3 kilometres from Pine Plains Library, 1.2 kilometres from Thompson Pond, and 1.5 kilometres from Stissing Lake Park. Past guests have frequently highlighted the great location and the cleanliness of the suites. See more pet-friendly hotels in Pine Plains
What are the best hotels in Pine Plains near Thompson Pond?
For a highly-rated hotel in Pine Plains near Thompson Pond, the Inn at Pine Plains is an excellent choice.

This 3.5-star hotel, with an impressive 9.8 rating, is located just 1.2 kilometres from Thompson Pond. Guests consistently highlight the great location and clean suites. The Inn at Pine Plains also offers complimentary continental breakfast, free toiletries, and free self-parking, making it a convenient stay for families. Additionally, pets are welcome to stay for free.
When is the best time to go to Pine Plains?
The best areas to stay in Pine Plains are the village centre and the surrounding rural areas.

The village centre of Pine Plains offers a convenient and pleasant base for your stay. You'll find a selection of local shops, eateries, and a general store, all within easy walking distance. The village green is a central feature, often hosting community events. This area is ideal for travellers who appreciate having amenities close by and enjoy a stroll through a traditional small town.

For those seeking a more tranquil and secluded experience, the rural areas just outside the village centre are excellent. Here, you'll find larger properties, often with expansive grounds, offering privacy and direct access to the natural beauty of the Hudson Valley. This is particularly good for families looking for space for children to play or couples desiring a quiet retreat.
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?
Members always get our best prices. Find our best Pine Plains hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $121 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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