Find hotels in Pawling, NY from $86

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Our top choices for Pawling hotels

Station Inn Pawling

Station Inn Pawling
3.0 star property
Pawling
9.0 out of 10, Wonderful, (186)
"I’ve stayed at the Station Inn properties several times. I love them! The beds are so comfy and the pillows! Omg! The pillows!! Amazing! "
United States
Laura
$172 nightly
The price is $194
Jan 25 - Jan 26, 2026
Total with taxes and fees
Station Inn Pawling

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1001)
"A nice, clean hotel perfect for a quick business/recreational trip"
United States
Sharonda
$95 nightly
The price is $107
Jan 11 - Jan 12, 2026
Total with taxes and fees
Courtyard by Marriott Poughkeepsie

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (770)
" The room was spotless and the staff was great"
United States
Glenn
$104 nightly
The price is $120
Dec 31 - Jan 1, 2026
Total with taxes and fees
Rocky River Inn

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1001)
"Very lovely hotel "
United States
Nancy M
$121 nightly
The price is $139
Dec 28 - Dec 29
Total with taxes and fees
Heritage Hotel, Golf, Spa & Conference Center

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1002)
"Great stay with many breakfast options! "
United States
Sara
$98 nightly
The price is $113
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (525)
"Clean room, nice staff"
United States
Margaret
$118 nightly
The price is $128
Dec 28 - Dec 29
Total with taxes and fees
Comfort Inn Brewster

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, (1003)
"Comfortable hotel and staff very welcoming "
United States
Sunil
$77 nightly
The price is $87
Jan 5 - Jan 6, 2026
Total with taxes and fees
Quality Inn Hyde Park Poughkeepsie North

Best Western Danbury/Bethel

Best Western Danbury/Bethel
2.5 star property
Bethel
7.8 out of 10, Good, (1001)
"Great breakfast buffet."
United States
Robert M
$75 nightly
The price is $86
Jan 12 - Jan 13, 2026
Total with taxes and fees
Best Western Danbury/Bethel

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very Good, (1001)
"Great place to stay a"
United States
Nicole
$93 nightly
The price is $109
Dec 29 - Dec 30
Total with taxes and fees
DoubleTree by Hilton Poughkeepsie Convention Center

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very Good, (1002)
"Very nice stay."
United States
Peter
$90 nightly
The price is $102
Jan 24 - Jan 25, 2026
Total with taxes and fees
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (439)
"Nice and quaint hotel with beautiful creek behind surrounded by a dorest"
United States
Hiram
$90 nightly
The price is $102
Dec 30 - Dec 31
Total with taxes and fees
Best Western Plus The Inn & Suites At The Falls

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1002)
"Yes stay was pleasant "
United States
henry
$94 nightly
The price is $106
Jan 1 - Jan 2, 2026
Total with taxes and fees
Comfort Suites Fishkill near Interstate 84

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1092)
"One of my favorite hotel to stay in "
United States
Stephen
$92 nightly
The price is $106
Jan 4 - Jan 5, 2026
Total with taxes and fees
Ethan Allen Hotel

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (437)
"Clean room and great breakfast "
United States
Christopher
$144 nightly
The price is $163
Jan 4 - Jan 5, 2026
Total with taxes and fees
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury
2.0 star property
Bethel
8.2 out of 10, Very Good, (1001)
"Nice lit parking and easy check in clean and comfortable "
United States
Michael
$83 nightly
The price is $95
Dec 28 - Dec 29
Total with taxes and fees
Microtel Inn & Suites by Wyndham Bethel/Danbury

Hampton Inn Fishkill

Hampton Inn Fishkill
2.5 star property
Fishkill
8.6 out of 10, Excellent, (1000)
"Excellent stay, personnel and breakfast!! "
United States
Wilma L
$84 nightly
The price is $95
Jan 18 - Jan 19, 2026
Total with taxes and fees
Hampton Inn Fishkill

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1002)
"Always stay here on my way through NY."
United States
Kathleen
$89 nightly
The price is $101
Jan 1 - Jan 2, 2026
Total with taxes and fees
Quality Inn & Suites Fishkill South near I-84

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (809)
"The inn is absolutely charming! Great staff, clean room and the breakfast buffet was great. We will be returning next year! "
United States
SUSAN
$115 nightly
The price is $125
Dec 28 - Dec 29
Total with taxes and fees
Heidi's Inn

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (395)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
$114 nightly
The price is $132
Jan 1 - Jan 2, 2026
Total with taxes and fees
Home2 Suites By Hilton Poughkeepsie

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (300)
"We enjoyed our stay. "
United States
Anne
$118 nightly
The price is $136
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
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Stay near popular Pawling attractions

Learn more about Pawling

Hike the scenic Appalachian Trail segment that passes through town, then explore the historic John Kane House where George Washington once stayed. Outdoor enthusiasts can paddle Candlewood Lake or visit Edward R Murrow Park, while history buffs shouldn't miss the Victorian-era Akin Free Library's unique collections.

Appalachian Trail

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More cheap stays in Pawling

Hotels in Pawling with star-rating

Find out more about Pawling

Top reasons to visit Pawling

  • Outdoor Adventures: Pawling offers scenic hiking along the Appalachian Trail and skiing at local slopes, perfect for outdoor enthusiasts.
  • Charming Local Markets: Explore the public market for fresh produce and unique local goods, enhancing your cultural experience.
  • Beautiful Lakes: Relax at serene spots like Lake Minnewaska, ideal for picnics and enjoying nature.
  • Romantic Getaways: Pawling is perfect for couples seeking a cozy retreat amid beautiful scenery.
  • Diverse Accommodations: From family-friendly hotels to pet-friendly options, there's something for every traveler.

Find great hotels near Pawling

Discover the charm of Pawling, New York, where a variety of accommodation options await you. From family-friendly hotels to pet-friendly lodgings, there's something for everyone. Whether you're seeking a cozy retreat or a convenient base for exploring the area, you'll find an array of choices, including the popular Station Inn and nearby hotels. Enjoy a memorable stay in this picturesque town, ideally suited for business travelers and vacationing families alike.

  • Best Western Fishkill Inn & Suites: Located 15 miles from Pawling, the Best Western Fishkill Inn & Suites offers a welcoming environment for business and family travelers alike. This 3.5-star hotel is LGBTQIA-friendly and caters to diverse needs. Guests can enjoy a range of business amenities, including a 24-hour business center, meeting rooms, and conference space, making it perfect for corporate stays. Families will appreciate the complimentary cribs for little ones, ensuring a comfortable stay for everyone. With its commitment to inclusivity and business-focused features, this hotel is an excellent choice for those seeking convenience and comfort.
  • Ethan Allen Hotel: Just 14 miles from Pawling, the Ethan Allen Hotel is a charming 3.5-star establishment that combines family-friendliness with a pet-friendly atmosphere. Ideal for both business and leisure travelers, this hotel features a 24-hour business center, conference space, and meeting rooms to accommodate various corporate needs. Families can rest easy knowing that pets are permitted on-site, with special policies for service animals. The welcoming ambiance and attention to both family and business needs make this hotel a fantastic choice for a well-rounded vacation experience.
  • La Quinta Inn & Suites by Wyndham Danbury: Also located 14 miles from Pawling, La Quinta Inn & Suites by Wyndham Danbury is an inviting hotel suitable for families and business travelers. The property features accessible business amenities, including a business center and a range of family-friendly options like free cribs and video game consoles for children. Pets are welcome with some restrictions, ensuring that no family member is left behind. With its blend of comfort and convenience, this hotel is a great option for those traveling with pets or looking for a family-oriented stay.

Where to stay near Pawling

Discover the charm of Pawling, New York, where outdoor enthusiasts and history buffs will find plenty to explore. Enjoy scenic hikes along the Appalachian Trail or relax at the picturesque Lake Minnewaska. Nearby, family-friendly communities offer a warm atmosphere, perfect for budget-conscious travelers seeking relaxation and recreation. Whether you’re wandering through quaint shops or savoring local cuisine, Pawling is the ideal destination for a memorable getaway.

  • Danbury: Located 14 miles from Pawling, Danbury is a vibrant city known for its diverse attractions and activities. This city appeals to travelers seeking outdoor adventures, romantic getaways, and picturesque scenery. Danbury's outdoor spaces, including parks and lakes, provide ample opportunities for hiking, picnicking, and enjoying nature. The bustling shopping mall center is a popular destination for those looking to indulge in retail therapy. Notable landmarks include the historic downtown area and various event venues, making Danbury a great place to explore year-round.
  • Fishkill: Situated 15 miles from Pawling, Fishkill is a charming city that offers a family-friendly atmosphere and a blend of outdoor experiences. Visitors flock to Fishkill for its city-themed attractions, which include educational institutions and a variety of shopping options. The city hosts symbolic landmarks and a nearby theme park, making it an exciting destination for families and thrill-seekers alike. With its welcoming community vibe and convenient access to recreational facilities, Fishkill is a delightful stop on your vacation.
  • New Milford: Just 10 miles from Pawling, New Milford is a picturesque city known for its stunning natural beauty and romantic ambiance. Outdoor enthusiasts will find a wealth of activities, from exploring local lakes to hiking in the nearby national state park. The public market and seasonal ski areas add to the charm, offering unique shopping and recreational experiences. With its serene beaches and scenic landscapes, New Milford is perfect for those looking to relax and unwind while enjoying the great outdoors.

Things to do near Pawling

Pawling, New York, is a charming destination perfect for outdoor enthusiasts and romantic getaways. Visitors can enjoy skiing at local slopes, explore the public market, and experience memorable stays. Engaging activities like yoga classes and scenic hiking opportunities make for a fulfilling trip. Whether you're seeking adventure or relaxation, Pawling offers a delightful blend of experiences to create lasting memories.

Shopping

For unique finds, visit the Stormville Airport Antique Show & Flea Market, just 7 miles from Pawling, offering a vibrant local atmosphere. If you're up for a drive, the Danbury Fair Mall, 14 miles away, combines shopping with entertainment, while the Elephant's Trunk Flea Market is 10 miles away, perfect for treasure hunting.

Recreation

At Centennial Golf Club, enjoy a round of golf surrounded by lush landscapes, perfect for outdoor enthusiasts. The Danbury Music Centre offers vibrant concerts, ideal for those looking to immerse themselves in local entertainment. For family fun, visit The Cave for an adventurous mini-golf experience that everyone will love.

Adventure

At Thunder Ridge Ski Resort, only 4 miles from Pawling, enjoy thrilling skiing and snowboarding amidst stunning mountain views. Thrillz High Flying Adventure Park, located 13 miles away, offers an adrenaline-packed experience with zip lines and obstacle courses. Jumpz Trampoline Sports Danbury, also 13 miles away, features bouncing fun for all ages.

Nightlife

Pawling offers a charming nightlife with options like the Overlook Drive-In Theater, 17 miles away, perfect for a romantic movie under the stars. For a fun adventure, visit Fun Central, 16 miles away, or catch a film at AMC Danbury 16, just 14 miles away, blending culture and entertainment.

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

Booking tips and Expedia advantages for Pawling

To save money on your trip to Pawling, New York, consider visiting from January to March when hotel prices are lower. Tuesdays are typically the cheapest days to stay, while Saturdays are the most expensive. Use Expedia’s search tool to find affordable accommodations by filtering for budget options and Eco-certified hotels. Combine your hotel, flights, and activities for potential package savings, and join the One Key membership for exclusive discounts and cash back on future bookings. Explore free local attractions to maximize your experience without overspending.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pawling are January to March, where the prices are slightly lower. This is in comparison to May and September to 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 Pawling is Tuesday. The most expensive day to stay in Pawling is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool makes it easy to customize your travel plans by letting you choose your budget, desired location, and additional preferences. You can arrange the results to display hotels from the lowest to highest price, helping you find the most affordable options right away. Additionally, you have the ability to narrow your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly accommodations that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Pawling with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Pawling

Pawling, New York, is perfect for a romantic getaway or outdoor adventure, offering beautiful scenery and a range of attractions. Explore local highlights such as the nearby state parks, serene lakes, and the charming library. Whether you seek cultural experiences or family-friendly activities, Pawling has something for everyone, making it an ideal destination for travelers looking to connect with nature and enjoy local attractions.

  • Candlewood Lake: Located 9 miles from Pawling, Candlewood Lake offers a serene escape with its beautiful beaches and picturesque scenery. Ideal for romantic getaways or outdoor activities, visitors can enjoy swimming, picnicking, or simply relaxing by the water's edge.
  • John Kane House: Situated within Pawling, the historic John Kane House is a cultural gem that showcases local history and architecture. Its charming atmosphere invites visitors to explore the rich heritage of the area and appreciate the craftsmanship of the past.
  • Squantz Pond State Park: Just 8 miles from Pawling, Squantz Pond State Park is perfect for adventure enthusiasts. With hiking trails, stunning views, and opportunities for fishing and boating, it’s a fantastic spot for outdoor fun and exploration.

Best time to go to Pawling

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January27.5°F (-2.5°C)Light RainMostly SunnyAverageSlightly Low
February29.3°F (-1.5°C)Light RainMostly CloudyAverageSlightly Low
March36.7°F (2.6°C)Light RainMostly CloudyAverageSlightly Low
April48.0°F (8.9°C)Light RainMostly SunnySlightly HighAverage
May58.8°F (14.9°C)Light RainMostly SunnyAverageSlightly High
June66.9°F (19.4°C)Light RainMostly SunnyAverageAverage
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August71.4°F (21.9°C)Light RainMostly SunnyAverageAverage
September64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly High
October53.6°F (12.0°C)Light RainMostly SunnySlightly LowSlightly High
November41.5°F (5.3°C)Light RainMostly SunnySlightly LowAverage
December33.6°F (0.9°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Pawling

When planning your trip to Pawling, New York, you can choose from several major airports. LaGuardia Airport (LGA), located 56 miles away, offers nearby accommodations like the 5-star Virgin Hotels New York City and The Carlyle, A Rosewood Hotel, both about 6 miles from LGA. Bradley International Airport (BDL) in Hartford, CT, is 54 miles away, with options like the 4-star DoubleTree by Hilton Hartford, just 1 mile from the airport. The closest airport is Westchester County Airport (HPN), 34 miles from Pawling, with quality hotels such as The Opus Westchester, Autograph Collection, only 4 miles away, providing convenient transportation services for travelers.

Frequently asked questions

When is the best time to go to Pawling?
The most popular time to visit Pawling is during April, when the landscape comes alive with vibrant spring blooms and pleasant weather. Average temperatures range from the mid-50s to low 70s Fahrenheit, creating a comfortable environment for outdoor activities and leisurely strolls through this charming town.

As spring unfolds, the peak season spans from March to May, attracting visitors eager to enjoy Pawling's scenic beauty and outdoor adventures. With the arrival of warmer weather, you'll find an array of activities, from hiking the nearby Appalachian Trail to exploring local parks and nature reserves. The clear skies and mild temperatures make it an ideal time for sightseeing and enjoying the lush surroundings.

For those who appreciate a more serene atmosphere, consider visiting in December. This month allows you to experience the town's cozy charm and festive spirit, with holiday decorations adding a magical touch. The winter months see fewer tourists, offering a quieter ambiance superb for relaxation and enjoying the local culture.
Where can I find the best nightlife in Pawling?
Pawling, New York, is a charming small town that offers a more laid-back nightlife experience, superb for those who appreciate quality and convenience without the bustling chaos of larger cities.

While not known for a vibrant nightlife scene, Pawling has a few cozy spots that provide a friendly atmosphere for an enjoyable evening out. The Pawling Tavern is a local favorite, featuring a casual pub vibe where you can unwind with friends over drinks and pub fare.

For a great experience, check out the Daryl's House Club, just a short drive away in nearby Pawling, which is renowned for live music performances. This venue regularly hosts a variety of artists and genres, making it a great spot for those who appreciate live entertainment in an intimate setting.

If you're looking for a more upscale experience, consider heading to one of the fine dining establishments in the area, many of which offer an inviting ambiance superb for a relaxed evening meal.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Pawling hotel for you.
How can I save on a Pawling hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Pawling hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Pawling hotel?
Prices for hotels in Pawling often vary, but you can find a great deal from $86 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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