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Hotels in Pawling

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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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Our prices for Pawling are cheapest in January

See average prices and weather for all months
Price trends for hotels in Pawling
Pricing is based on two traveler single night rates
View properties in September
Currently viewing crowd sizes and weather for September.
Weather forecast for Pawling
September
trending_flatModerate crowds
High 74°F / low 56°F. Sunny most days.
View properties in September
74°
weather_sun
September, Moderate crowds, average high temperature 74 degrees Fahrenheit, average low temperature 56 degrees Fahrenheit. Sunny most days.
56°
62°
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October, High crowds, average high temperature 62 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
46°
49°
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November, Moderate crowds, average high temperature 49 degrees Fahrenheit, average low temperature 35 degrees Fahrenheit. Partly sunny.
35°
40°
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December, Moderate crowds, average high temperature 40 degrees Fahrenheit, average low temperature 28 degrees Fahrenheit. Snow likely.
28°
34°
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January, Moderate crowds, average high temperature 34 degrees Fahrenheit, average low temperature 21 degrees Fahrenheit. Snow likely.
21°
37°
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February, Low crowds, average high temperature 37 degrees Fahrenheit, average low temperature 22 degrees Fahrenheit. Snow likely.
22°
45°
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March, Low crowds, average high temperature 45 degrees Fahrenheit, average low temperature 29 degrees Fahrenheit. Snow likely.
29°
57°
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April, Low crowds, average high temperature 57 degrees Fahrenheit, average low temperature 40 degrees Fahrenheit. Partly sunny.
40°
68°
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May, High crowds, average high temperature 68 degrees Fahrenheit, average low temperature 50 degrees Fahrenheit. Sunny most days.
50°
77°
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June, High crowds, average high temperature 77 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
83°
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July, High crowds, average high temperature 83 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
81°
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August, Low crowds, average high temperature 81 degrees Fahrenheit, average low temperature 63 degrees Fahrenheit. Sunny most days.
63°
Monthly weather averages (˚F)

Top landmarks in Pawling

Learn more about Pawling

Pawling is well-known for its attractions such as John Kane House and Akin Free Library.

Appalachian Trail, NY
Photo by Marina Timo
Open Photo by Marina Timo

Check out reviews of Pawling hotels guests love

Frequently asked questions

How much does a hotel room cost in Pawling?
You can discover great hotels in Pawling from $95 with properties to suit all budgets and needs. If you're after an affordable hotel in Pawling that meets all of your requirements, set your filters and then sort the results 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 Pawling hotels?
Members can save up to 20% on select hotels in Pawling. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Pawling hotels with free cancellation?
In order to book a refundable Pawling hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most 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.
Are all taxes and fees included in the Pawling 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 accommodations do travelers like in Pawling?
Guests like Station Inn Pawling.
Can I book refundable hotels in Pawling?
If you need the flexibility to change your plans to Pawling, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Pawling be like during my trip?
The warmest months in Pawling are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 32°F. The rainiest months are July and August.
Why should I book my Pawling hotel through Hotels.com?
There are plenty of reasons to book your Pawling 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 Pawling

Find out more about Pawling

Whispers of Nature and Heritage: Unveiling the Hidden Allure of Pawling

Discover the charming village of Pawling, New York, a hidden gem nestled in the scenic Hudson Valley. This quaint destination invites you to stroll through its vibrant downtown, where boutique shops and cozy cafes await. Nature lovers can explore the lush landscapes of the nearby Appalachian Trail and the serene shores of the Pawling Nature Reserve. Engage with local history at the Pawling Museum, or unwind at charming inns and hotels. With its perfect blend of outdoor adventure, cultural experiences, and small-town charm, Pawling offers an enchanting escape for those seeking tranquility and connection with nature.

Discover great hotels in Pawling

Pawling, New York, offers a variety of hotel accommodations, from cozy inns and charming boutique hotels to comfortable options nearby. Whether you're seeking a peaceful retreat or a convenient base for exploring the area, you'll find suitable choices that cater to diverse preferences and budgets. These are some of the hotels preferred by our travelers in Pawling:

  1. Maple Leaf MotelOpens in a new window: This 2.5-star hotel offers a comfortable and inviting atmosphere, perfect for travelers seeking a pet-friendly experience. With amenities such as designated areas for dogs and a welcoming environment for service animals, this property ensures a delightful stay for guests who prioritize their furry companions. The hotel’s relaxed vibe and accessibility make it an ideal choice for those looking to unwind while enjoying the company of their pets.
  2. Rocky River InnOpens in a new window: As a 3.0-star hotel, Rocky River Inn presents a refreshing option for leisure travelers. Guests can indulge in delightful dining options, including breakfast selections that cater to a variety of tastes. With entertainment amenities such as cable television and flat-screen displays, the hotel ensures enjoyable downtime after a day of exploration. This welcoming setting is perfect for those seeking comfort and convenience during their stay.
  3. The Bykenhulle HouseOpens in a new window: This 3.5-star bed and breakfast is designed with business travelers in mind, showcasing a polished atmosphere complemented by multiple meeting rooms. The property’s dedicated services and facilities cater specifically to professionals, providing a seamless experience for those attending conferences or meetings. The sophisticated ambiance and attention to detail make this hotel a standout choice for individuals seeking a productive and refined stay.

Top locations to stay in Pawling

When visiting Pawling, New York, consider staying in New Milford, Brewster, or New Fairfield. New Milford offers cozy cafes and a vibrant downtown, Brewster is family-friendly with ample recreational activities, and New Fairfield boasts beautiful parks and lakes. For first-time visitors, Brewster is the best choice, providing a welcoming atmosphere and plenty of amenities.

  1. BrewsterOpens in a new window: Brewster is a charming town perfect for families and those seeking a peaceful retreat. With its family-friendly atmosphere, you’ll find plenty of parks and recreational areas to enjoy. The town is home to scenic trails and natural beauty, making it ideal for outdoor activities like hiking and biking. Brewster also boasts local shops and cafes where you can unwind and savor the community vibe. Don't miss the chance to explore local events that foster a sense of togetherness and provide a glimpse into the town’s culture.
  2. New MilfordOpens in a new window: New Milford offers a delightful mix of quaint charm and vibrant local culture. Known for its cozy cafes, it's a great spot to relax with a good book or catch up with friends over coffee. The town features beautiful parks and riverside views, perfect for leisurely strolls or picnics. Shopping enthusiasts will enjoy the unique boutiques and artisan shops scattered throughout the area. New Milford also hosts various community events, giving visitors a chance to experience the local lifestyle and meet friendly residents.
  3. New FairfieldOpens in a new window: New Fairfield is a serene lakeside town that provides a tranquil escape from the hustle and bustle. Known for its beautiful parks and outdoor spaces, it’s a fantastic spot for enjoying nature, whether you prefer hiking or simply relaxing by the lake. The town's local shops contribute to a cozy, welcoming atmosphere where you can find handmade goods and local treasures. Additionally, New Fairfield hosts seasonal events and festivals that celebrate the community spirit, providing a great way to engage with the local culture.

Things to do in Pawling

Pawling charms visitors with its quaint downtown, featuring local boutiques and cozy cafes. Explore the scenic trails of the Appalachian Trail or relax by the serene shores of Pawling's lakes. With nearby hotels like the Inn at Pawling, it’s an inviting getaway for nature lovers and small-town enthusiasts alike!

  • Orvis Sandanona Shooting GroundsOpens in a new window – Experience the art of shooting at this renowned education facility. Whether you’re a beginner or an experienced marksman, you can take part in various shooting classes and practice in a picturesque setting surrounded by nature.
  • Wing's CastleOpens in a new window – Step into a whimsical world at Wing's Castle, a unique castle built by hand over several decades. Explore its fascinating architecture and enchanting gardens, and learn about the inspiring story behind its creation.
  • Lake MahopacOpens in a new window – Spend a day by the serene waters of Lake Mahopac. Enjoy fishing, boating, or simply relaxing on the shore while soaking in the beautiful views. It’s an ideal spot for a family picnic or a peaceful escape into nature.
  • Squantz Pond State ParkOpens in a new window – Discover the natural beauty of Squantz Pond State Park, where hiking trails wind through lush woodlands, leading you to stunning views of the pond. Pack a lunch and enjoy a day of outdoor activities like hiking, swimming, and picnicking.
  • Lake WaramaugOpens in a new window – Visit Lake Waramaug for a picturesque retreat. This scenic lake is perfect for kayaking or paddleboarding. The surrounding landscape is breathtaking, especially during the fall when the foliage bursts into vibrant colors.

5 tips for savvy savings when booking a hotel in Pawling

  1. Book for the cheapest times: The most affordable time to visit Pawling is from January to March, when hotel prices are likely to be lower. For those on a budget, a stay of at least 2 to 3 days offers great value for money and allows ample time to discover the town's key historical landmarks and cultural attractions. During this period, visitors can explore fascinating sites that highlight Pawling's rich history and local heritage.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals for hotels in Pawling, consider visiting the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted rates as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and special promotions, increasing your chances to save. With Smart ShoppingOpens in a new window, a comparison tool in the app, you could compare hotel prices and amenities, ensuring you find the best options. If availability changes or prices drop, you'll be among the first to know, making last-minute bookings easier.
  3. Be flexible with dates: Prices can fluctuate based on various factors such as the hotel's location, star rating, and the time of year. Being flexible with your travel dates could help you find a better rate for your stay at a hotel in Pawling. For those seeking a distinctive experience, boutique hotels often 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 side, we’ll recommend alternative dates that could potentially save you money.
  4. Consider your location: Staying near major attractions or downtown areas can be convenient but usually tends to come with higher prices. If you're looking for more affordable options, consider hotels in neighborhoods that are a bit further away, striking a balance between cost and accessibility to the sights you want to see. You might also look into independent hotels a little farther out, which can offer a more authentic experience and are more likely to be budget-friendly.
  5. Become a Member: Join for free and unlock great savings on your next stay in Pawling! As a member, you'll gain access to exclusive prices on over 100,000 hotels worldwide. Enjoy the benefits of quickly advancing through membership tiers, which include perks like complimentary room upgrades when available and discounts on food and beverages at select VIP Access properties. Start your journey to exceptional travel experiences today!

Best time to go to Pawling

Pawling experiences its lowest average temperature in January, at 27.5°F (-2.5°C), while July is the hottest month, with an average temperature of 73.4°F (23.0°C). July is usually the wettest month. April, July, and September are the peak travel months in Pawling, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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

Pawling Travel Information

Best Time to Visit
January, August and October
Average Stay
2 days
International Airports
Westchester County Airport (HPN), Stewart Intl. Airport (SWF)
Popular Sights
Stormville Airport Antique Show & Flea Market, John Kane House and Whaley Lake

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