Hotels in Pine Plains

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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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Showing deals for:Sep 16 - Sep 17
Showing deals for:Sep 26 - Sep 28
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Our prices for Pine Plains are cheapest in May

See average prices and weather for all months
Price trends for hotels in Pine Plains
Pricing is based on two traveler single night rates
View properties in September
Currently viewing crowd sizes and weather for September.
Weather forecast for Pine Plains
September
trending_upHigh crowds
High 71°F / low 54°F. Sunny most days.
View properties in September
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September, High crowds, average high temperature 71 degrees Fahrenheit, average low temperature 54 degrees Fahrenheit. Sunny most days.
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59°
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October, Moderate crowds, average high temperature 59 degrees Fahrenheit, average low temperature 44 degrees Fahrenheit. Sunny most days.
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November, Moderate crowds, average high temperature 46 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Partly sunny.
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December, Moderate crowds, average high temperature 36 degrees Fahrenheit, average low temperature 25 degrees Fahrenheit. Snow likely.
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January, Low crowds, average high temperature 31 degrees Fahrenheit, average low temperature 18 degrees Fahrenheit. Snow likely.
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February, Low crowds, average high temperature 34 degrees Fahrenheit, average low temperature 19 degrees Fahrenheit. Snow likely.
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42°
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March, Low crowds, average high temperature 42 degrees Fahrenheit, average low temperature 26 degrees Fahrenheit. Snow likely.
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April, Low crowds, average high temperature 55 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Cloudy most days.
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May, High crowds, average high temperature 67 degrees Fahrenheit, average low temperature 48 degrees Fahrenheit. Sunny most days.
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June, Moderate crowds, average high temperature 75 degrees Fahrenheit, average low temperature 56 degrees Fahrenheit. Sunny most days.
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July, High crowds, average high temperature 81 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
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August, High crowds, average high temperature 79 degrees Fahrenheit, average low temperature 61 degrees Fahrenheit. Sunny most days.
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Monthly weather averages (˚F)

Top landmarks in Pine Plains

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Frequently asked questions

How much does a hotel room cost in Pine Plains?
You can find top hotels in Pine Plains from $100 with options to suit your budget and needs. To find an affordable hotel in Pine Plains that meets all of your requirements, just apply filters on Hotels.com, and sort hotels by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Pine Plains hotels?
Members can save up to 20% on select hotels in Pine Plains. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Pine Plains hotels with free cancellation?
It's easy to book a refundable Pine Plains hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Pine Plains?
Our travelers' top pet-friendly hotels in Pine Plains include:You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Pine Plains.
What are some of the best Pine Plains hotels with free parking?
If you're driving, a great Pine Plains hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Pine Plains?
If you're looking for hotels in central Pine Plains, check out Inn at Pine Plains. Travelers love Inn at Pine Plains for its location, as well as the free continental breakfast, free parking and down comforters this bed & breakfast offers.
Are all taxes and fees included in the Pine Plains hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What hotels do travelers recommend in Pine Plains?
Inn at Pine Plains is a property that our guests really like.
Can I book a refundable hotel in Pine Plains?
If you want the flexibility to change your travel plans to Pine Plains, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Pine Plains if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 28 vacation homes.
What will the weather in Pine Plains be like during my visit?
The warmest months in Pine Plains are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and August.
Why should I book my Pine Plains hotel with Hotels.com?
There are plenty of reasons to book your Pine Plains travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Pine Plains

Find out more about Pine Plains

Whispers of Nature: Explore the Hidden Treasures of Pine Plains

Nestled in the scenic Hudson Valley, Pine Plains, New York, is a charming off-the-beaten-path destination perfect for nature lovers and history buffs alike. Explore the stunning landscapes of nearby state parks, where hiking trails reveal breathtaking views of rolling mountains and serene lakes. Discover the historic Story Inn, a quaint lodging that captures the essence of the region's rich past. With its peaceful atmosphere, local farms, and community events, Pine Plains invites travelers to unwind and embrace the beauty of rural America. Experience the perfect blend of adventure and tranquility in this hidden gem.

Discover great hotels in Pine Plains

Pine Plains offers a range of hotel accommodations, from affordable options to quality inns, making it easy for travelers to find suitable guest rooms. Whether you prefer a cozy bed and breakfast or a well-equipped hotel, you'll find welcoming places to stay amid the scenic beauty of the Hudson Valley. Here are some of the best hotels in Pine Plains that our travelers love:

  1. Jenny's Country ManorOpens in a new window: This cozy 2.0-star Bed and Breakfast offers a welcoming atmosphere for leisure travelers seeking a charming escape. With pet-friendly amenities, this hotel ensures a delightful stay for those wishing to bring their furry companions along. Guests appreciate the inviting environment and the unique experience of staying in a quaint property that feels like home. The hotel emphasizes comfort and relaxation, making it an ideal choice for those looking to unwind and enjoy a peaceful retreat in Pine Plains.
  2. the AlanderOpens in a new window: Experience the comfort of this 2.5-star lodge, perfect for leisure travelers seeking a blend of rustic charm and modern convenience. Featuring essential amenities such as food and water bowls for pets, this hotel creates a warm and accommodating ambiance. Travelers enjoy the relaxed vibe and the opportunity to connect with nature while indulging in the lodge's distinctive offerings. The combination of cozy accommodations and thoughtful features establishes a memorable getaway experience in Pine Plains.
  3. Changing Times Boutique Country Lodging Opens in a new window: This elegant 3.5-star Bed and Breakfast invites leisure travelers to immerse themselves in a blend of comfort and sophistication. The property is designed with an eye for detail, offering a uniquely curated experience that appeals to those seeking a memorable stay. Guests rave about the beautifully appointed rooms and the serene atmosphere, which together create an oasis for relaxation. The hotel's dedication to providing a distinctive experience ensures that travelers leave with cherished memories of their time in Pine Plains.

Top locations to stay in Pine Plains

When visiting Pine Plains, New York, consider staying in Red Hook, Millerton, or Copake. Red Hook offers serene lakeside relaxation, while Millerton is perfect for adventure enthusiasts with its outdoor activities. Copake boasts charming attractions for exploration. For first-time visitors, Red Hook is best suited, providing a peaceful escape close to nature.

  1. Red HookOpens in a new window: Nestled by picturesque lakes, Red Hook is an ideal getaway for those seeking relaxation and scenic beauty. With charming boutiques and art galleries, it’s perfect for leisurely strolls and enjoying the local culture. Outdoor enthusiasts can take advantage of nearby parks and trails, making it a great spot for picnicking and nature walks. The serene atmosphere is complemented by seasonal events that bring the community together, offering a taste of local life.
  2. MillertonOpens in a new window: Millerton is a hidden gem for adventure seekers, with a variety of outdoor activities at your fingertips. Explore the nearby hiking trails or take a scenic bike ride through the beautiful countryside. This quaint town also features unique shops and local markets, perfect for picking up artisanal goods. Millerton hosts cultural events throughout the year, ensuring there’s always something exciting happening. It’s a great base for exploring the surrounding natural beauty.
  3. CopakeOpens in a new window: Copake offers a tranquil retreat with a focus on outdoor enjoyment. Known for its stunning landscapes, it’s a perfect spot for hiking, fishing, and enjoying water activities at nearby lakes. The town embodies a laid-back vibe, making it easy to unwind and connect with nature. Copake is also close to historical sites and charming farms, providing a glimpse into the area’s rich heritage while you soak in the peaceful surroundings.

Things to do in Pine Plains

Nestled among serene lakes and majestic mountains, Pine Plains invites travelers to experience its rich natural beauty. Enjoy invigorating hikes through lush forests, thrilling winter skiing, or peaceful boating on sparkling waters. With a charming historic inn as your base, explore this vibrant setting where outdoor fun meets captivating history.

  • Dutchess County FairgroundsOpens in a new window – Experience the lively ambiance at Dutchess County Fairgrounds, where you can enjoy a variety of events throughout the year. From agricultural shows to exciting fairs, there’s always something happening. Bring the family and partake in games, sample local delicacies, and explore the vibrant atmosphere that captures the essence of community spirit.
  • Orvis Sandanona Shooting GroundsOpens in a new window – For those looking to enhance their shooting skills or learn something new, the Orvis Sandanona Shooting Grounds offers excellent educational programs in a beautiful setting. Whether you're a seasoned shooter or a novice, you can enjoy guided instruction while surrounded by picturesque landscapes that make for a serene experience.
  • Bash Bish Falls State ParkOpens in a new window – Venture into the natural beauty of Bash Bish Falls State Park, where you can hike to witness stunning waterfalls cascading down the mountainside. This state park is a wonderful spot for a family picnic or a peaceful day out in nature, with trails that offer scenic views and a chance to appreciate the serenity of the great outdoors.
  • Old Rhinebeck AerodromeOpens in a new window – Step back in time at the Old Rhinebeck Aerodrome, an aviation museum that showcases vintage aircraft and offers thrilling airshows. Discover the history of flight as you wander through the exhibits, and don't miss the chance to see these incredible planes take to the skies, bringing the early days of aviation alive right before your eyes.

5 tips for savvy savings when booking a hotel in Pine Plains

  1. Book for the cheapest times: The most budget-friendly months to visit Pine Plains are January, March, and December, when hotel prices may drop. For an enriching experience, plan to stay for at least two to three days to fully explore the area's key landmarks, cultural attractions, and historical sites. During your visit, you can check out notable locations such as museums, historic buildings, an art center, and a cultural center. Pine Plains offers great value for money for those interested in history and culture, making it an affordable destination for travelers.
  2. Look for last-minute deals on Hotels.com: To uncover hotel deals in Pine Plains, explore the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, increasing your chances of snagging budget-friendly options. Additionally, the Smart ShoppingOpens in a new window feature in the app helps you compare hotel prices and amenities, ensuring you’re well-equipped to book a last-minute getaway. With these tools, you're more likely to catch the best rates and availability for your preferred accommodations.
  3. Be flexible with dates: Prices may fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay in a Pine Plains hotel. If you're seeking a unique experience, boutique hotels can provide a more personalized touch and may offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest more budget-friendly dates to help you find a great deal.
  4. Consider your location: Staying near key attractions or city centers can be convenient, but it usually tends to come with higher prices. For more budget-friendly options, think about hotels in less central neighborhoods, striking a balance between cost and accessibility to the sites you plan to visit. You might also look into independent hotels located a bit further out, which can offer a more authentic and affordable experience.
  5. Become a Member: Join our membership program for free and start planning your next getaway to Pine Plains! Enjoy exclusive member prices and save on over 100,000 hotels around the globe. As you progress through the membership tiers, you'll unlock fantastic perks such as complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don't miss out on the chance to enhance your travel experience—sign up today!

Best time to go to Pine Plains

Pine Plains experiences its lowest average temperature in January, at 24.4°F (-4.2°C), while July is the hottest month, with an average temperature of 71.4°F (21.9°C). October tends to be the wettest months.The peak travel months to visit Pine Plains are April, July, and August, which see a higher number of tourists. During this peak period, the weather is mostly sunny to mostly cloudy, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.

If you're looking for a place to get away, look no further than Pine Plains. Whether you're planning to stay for a night or for the week, the area around Pine Plains has accommodations to fit every need. Search for hotels in Pine Plains with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Pine Plains hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Pine Plains hotel deals are here with our lowest price guarantee.

Pine Plains Travel Information

Best Time to Visit
March, April and October
Average Stay
2 days
International Airports
John F. Kennedy Intl. Airport (JFK), Liberty Intl. Airport (EWR)
Popular Sights
Harlem Valley Rail Trail, Red Hook Golf Club and Trevor Zoo

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