Find hotels in Pine Plains, NY from CA $106

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Go beyond your typical stay in Pine Plains

Check prices for these dates

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Pine Plains hotels

1. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
"good location/ walkable to down town !"
United States
teresina
The price is CA $389
CA $440 total
includes taxes & fees
Nov 10 - Nov 11
Inn at Pine Plains

2. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (291 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
The price is CA $233
CA $261 total
includes taxes & fees
Nov 20 - Nov 21
the Alander

3. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,003 reviews)
"Very nice hotel in a convenient area too."
United States
Yvette
The price is CA $155
CA $173 total
includes taxes & fees
Dec 1 - Dec 2
Courtyard by Marriott Kingston

4. 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, (1,005 reviews)
"The room was clean and spacious. The bathroom was suitable for elderly guests such as my mother. The buffet breakfast was excellent too"
United States
Timothy
The price is CA $160
CA $179 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express & Suites Kingston-Ulster by IHG

5. Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay. Great breakfast!"
United States
stephen
The price is CA $161
CA $180 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn Kingston

6. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (144 reviews)
"I like that it has some character and authenticity. Its everything you need in an awesome area, yet tucked away from too much craziness and traffic."
United States
amanda
The price is CA $198
CA $224 total
includes taxes & fees
Nov 10 - Nov 11
Jenny's Country Manor

7. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,003 reviews)
"It is close to everything and a well maintained property."
United States
Wendy
The price is CA $177
CA $198 total
includes taxes & fees
Dec 6 - Dec 7
Residence Inn by Marriott Kingston

8. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.2 out of 10, Very good, (1,009 reviews)
"great place to stay"
United States
Julia
The price is CA $202
CA $229 total
includes taxes & fees
Nov 15 - Nov 16
Beekman Arms and Delamater Inn

9. Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (480 reviews)
"So for the price this place definitely meets expectations. This is an older Inn, but the room was clean, large, and bed was comfortable. It is a 10 minute walk to shops and restaurants in Rhinebeck. This is an affordable option to stay close to the Rhinebeck Village. The location is safe and pet-friendly,"
United States
Jennifer
The price is CA $151
CA $171 total
includes taxes & fees
Nov 19 - Nov 20
Rhinebeck Village Inn

10. The Harlow House

The Harlow House
2.0 star property
Rhinebeck
8.8 out of 10, Excellent, (23 reviews)
"Great place"
United States
Robert
The price is CA $273
CA $309 total
includes taxes & fees
Nov 12 - Nov 13
The Harlow House

11. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is CA $107
CA $119 total
includes taxes & fees
Nov 30 - Dec 1
Quality Inn Great Barrington

12. 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, (1,008 reviews)
"fair price for a comfortable, clean, quiet stay."
United States
Frederick
The price is CA $107
CA $121 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn Hyde Park Poughkeepsie North

13. The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (53 reviews)
"charming cozy stay, staff was awesome!"
United States
Chelsy
The price is CA $355
CA $401 total
includes taxes & fees
Nov 10 - Nov 11
The Millerton Inn

14. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
Saugerties
8.8 out of 10, Excellent, (830 reviews)
"Our stay was great. Facility was clean and staff was very hospitable. Traveled with small children and we enjoyed the pool and the workout room."
United States
Leah
The price is CA $179
CA $201 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

15. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (128 reviews)
"A great place to stay!"
United States
Thomas
The price is CA $283
CA $316 total
includes taxes & fees
Nov 10 - Nov 11
Changing Times Boutique Country Lodging

16. Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
9.6 out of 10, Exceptional, (72 reviews)
"Hot tub was great! Amazing view"
United States
Carly
The price is CA $210
CA $237 total
includes taxes & fees
Dec 1 - Dec 2
Rhinecliff Hotel

17. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (326 reviews)
"Over eight annual visits to this hotel, it has been a wonderful stay each time."
United States
mary
The price is CA $355
CA $408 total
includes taxes & fees
Nov 10 - Nov 11
Interlaken Inn & Resort

18. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (595 reviews)
"Very nice área to camp, everything was super clean. Would go back anytime of the year"
United States
Natalia Pérez
The price is CA $195
CA $274 total
includes taxes & fees
Dec 10 - Dec 11
AutoCamp Catskills

19. Kingston Regency Inn

Kingston Regency Inn
2.5 star property
Kingston
6.4 out of 10, (125 reviews)
"Good stay for the price."
United States
Colleen
The price is CA $159
CA $195 total
includes taxes & fees
Nov 24 - Nov 25
Kingston Regency Inn

20. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (158 reviews)
"Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants."
United States
Nutcha
The price is CA $208
CA $233 total
includes taxes & fees
Dec 9 - Dec 10
Little Cat Lodge
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.

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.

A rustic barn surrounded by autumn foliage on a hillside.

Top Pine Plains Hotel Reviews

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
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 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 $106 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.

Explore a world of travel with Expedia