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Our top choices for Pawling hotels

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,002 reviews)
"It was a beautiful stay."
United States
Shayla
The price is CA $191
CA $235 total
includes taxes & fees
Jun 9 - Jun 10
Overlook Lodge at Bear Mountain

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,004 reviews)
"It was a beautiful hotel. We enjoyed our short stay."
United States
Rachel
The price is CA $184
CA $208 total
includes taxes & fees
Jun 7 - Jun 8
Courtyard by Marriott Poughkeepsie

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, (523 reviews)
"Beautiful place to stay. I would highly recommend if you're in the area."
United States
LaMonique
The price is CA $260
CA $294 total
includes taxes & fees
May 25 - May 26
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Le Chambord at Curry Estate

Le Chambord at Curry Estate
3.0 star property
Hopewell Junction
9.2 out of 10, Wonderful, (262 reviews)
"Everything was perfect for our one night getaway. Dinner was amazing, room was VERY clean. "
United States
vincent
The price is CA $246
CA $278 total
includes taxes & fees
May 24 - May 25
Le Chambord at Curry Estate

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (59 reviews)
"Clean room "
United States
Casey
The price is CA $1,542
CA $1,854 total
includes taxes & fees
Jun 4 - Jun 5
Mayflower Inn & Spa, Auberge Collection

Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck Village
9.6 out of 10, Exceptional, (320 reviews)
"Loved the staff friendliness. Loved the fact that housekeeping is excellent. The rooms are not worth the price in my opinion."
United States
Joselle
The price is CA $659
CA $796 total
includes taxes & fees
May 25 - May 26
Mirbeau Inn & Spa

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (247 reviews)
"We had a great, relaxing overnight. Loved the trail and eating at apropos "
United States
Christine
The price is CA $496
CA $630 total
includes taxes & fees
Jun 8 - Jun 9
The Abbey Inn & Spa

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,005 reviews)
"Super nice hotel, we thoroughly enjoyed our stay here. Highly recommend staying here."
United States
Joseph
The price is CA $240
CA $276 total
includes taxes & fees
May 31 - Jun 1
Hotel Zero Degrees Danbury

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.4 out of 10, Very good, (885 reviews)
"A very charming, historic inn in wonderful Rhinebeck. It was our first time to the town and loved it. The on-site tavern was also perfect for a meal and drink. Would definitely stay here again."
United States
Christopher
The price is CA $293
CA $332 total
includes taxes & fees
May 20 - May 21
Beekman Arms and Delamater Inn

The Watershed

The Watershed
3.5 star property
Cranbury
9.0 out of 10, Wonderful, (1,007 reviews)
"The hotel was amazing , clean and up to date rooms were amazing had a king studio overlooking the river amazing! Highly recommend and will definitely will stay again."
United States
michael
The price is CA $219
CA $251 total
includes taxes & fees
May 31 - Jun 1
The Watershed

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1,001 reviews)
"Enjoyed my stay "
United States
Giovanna
The price is CA $184
CA $236 total
includes taxes & fees
Jun 1 - Jun 2
Heritage Hotel, Golf & Conference Center

Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In
3.0 star property
Greenfield Hill
8.0 out of 10, Very good, (1,004 reviews)
"Excellent value for the price and great location central to everything "
United States
Freed,
The price is CA $149
CA $185 total
includes taxes & fees
May 26 - May 27
Hotel Hi-Ho - Contactless Check-In

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (837 reviews)
"Nice stay"
United States
Yiyang
The price is CA $178
CA $205 total
includes taxes & fees
May 31 - Jun 1
Rocky River Inn

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG
3.5 star property
Cranbury
8.4 out of 10, Very good, (1,121 reviews)
"Beautiful clean room with a comfortable king sized bed, parking was very convenient and check in/check out was super easy."
United States
Tykischa
The price is CA $180
CA $207 total
includes taxes & fees
May 25 - May 26
EVEN Hotel Norwalk by IHG

The Dutchess Inn and Spa at Beacon

The Dutchess Inn and Spa at Beacon
3.5 star property
Beacon
9.2 out of 10, Wonderful, (174 reviews)
"Great room, great location and super friendly staff. "
United States
Victor
The price is CA $456
CA $525 total
includes taxes & fees
Jun 1 - Jun 2
The Dutchess Inn and Spa at Beacon

La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
3.0 star property
Danbury
8.4 out of 10, Very good, (1,007 reviews)
"The room was very clean and I got a very good night's sleep."
United States
Sandra
The price is CA $164
CA $188 total
includes taxes & fees
May 25 - May 26
La Quinta Inn & Suites by Wyndham Danbury

Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill
3.0 star property
Fishkill
8.8 out of 10, Excellent, (770 reviews)
"The room was clean and the staff was very helpful . "
United States
Keron
The price is CA $172
CA $195 total
includes taxes & fees
Jun 10 - Jun 11
Courtyard by Marriott Fishkill

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, (1,012 reviews)
"Great place to stay as it is close to the universities and the Presidential Library & Vanderbilt Mansion. Still off from the main center of town so you get nice & quiet stay."
United States
Fernando
The price is CA $150
CA $170 total
includes taxes & fees
May 19 - May 20
Quality Inn Hyde Park Poughkeepsie North

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (993 reviews)
"Great stay! "
United States
Paige
The price is CA $349
CA $402 total
includes taxes & fees
May 19 - May 20
The Litchfield Inn

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,005 reviews)
"Great location "
United States
Carla
The price is CA $178
CA $207 total
includes taxes & fees
Jun 1 - Jun 2
Hampton Inn & Suites Poughkeepsie
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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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

Top Pawling Hotel Reviews

More cheap stays in Pawling

Hotels in Pawling with star rating

Find out more about Pawling

Top reasons to visit Pawling

  • Outdoor Adventures: Pawling is perfect for outdoor enthusiasts, offering activities like skiing, hiking, and exploring beautiful parks and lakes.
  • Scenic Beauty: The picturesque landscapes of Pawling provide a romantic backdrop for couples and a delightful atmosphere for families.
  • Rich History: Discover the charming small-town history through its quaint neighbourhoods and local attractions.
  • Comfortable Accommodations: Pawling offers a variety of lodging options, including family-friendly and pet-friendly hotels.
  • Friendly Community: Engage with welcoming locals to enhance your travel experience and create lasting memories.

Find great hotels near Pawling

Discover a range of comfortable hotel accommodations in Pawling, New York, perfect for your getaway. Whether you're travelling with family, on business, or bringing your furry friend, you'll find pet-friendly options and family-oriented experiences. From the quaint Station Inn to various available hotels, Pawling offers a delightful mix of lodging types tailored to meet your needs. Enjoy the charm of this picturesque town while having all the amenities for a memorable stay.

  • Best Western Fishkill Inn & Suites: A 3.5-star hotel with an impressive guest rating of 8.8, Best Western Fishkill Inn & Suites is located 24.1km from Pawling. This family-friendly and pet-friendly property is ideal for travellers seeking a comfortable and versatile stay. With amenities that cater to children, including complimentary cribs, families will find this hotel accommodating. The property also welcomes pets, with specific policies in place to ensure a pleasant experience for all guests. Whether you are on a business trip or enjoying a family getaway, this hotel offers a warm and welcoming atmosphere.
  • Ethan Allen Hotel: Also rated at 3.5 stars with a guest rating of 8.0, Ethan Allen Hotel is conveniently situated 22.5km from Pawling. This hotel is perfect for families and pet owners looking for a relaxing yet functional experience. The property provides services and amenities tailored for children and welcomes pets with specific restrictions. Guests appreciate the comfortable rooms and the friendly staff, making it a solid choice for both business and leisure travellers alike.
  • La Quinta Inn & Suites by Wyndham Danbury: A budget-friendly option, La Quinta Inn & Suites by Wyndham Danbury has a guest rating of 8.4 and is located 22.5km from Pawling. The hotel caters to families, business travellers, and pet owners, making it a versatile choice. Amenities for children include complimentary cribs and a video game console, ensuring entertainment for younger guests. Pets are permitted with certain guidelines, and the hotel features a dedicated dog exercise area. With its welcoming atmosphere and practical amenities, this hotel is an excellent value for your stay.

Where to stay near Pawling

Pawling, New York, offers a charming escape for tourists seeking outdoor adventures and romantic scenery. Nestled in a picturesque small town, visitors can explore its rich history and enjoy family-friendly vibes. The Town of Pawling boasts beautiful landscapes and numerous recreational opportunities, making it a perfect destination for relaxation. Whether you're wandering through quaint neighbourhoods or engaging with friendly locals, your stay in Pawling promises memorable experiences and a delightful atmosphere.

  • Danbury: Located 22.5km from Pawling, Danbury is a vibrant city offering a blend of outdoor adventures and urban experiences. The city's visitor numbers peak in the summer months, particularly from July to August, making it a popular spot for those seeking beautiful scenery and romantic outings. Visitors can enjoy shopping at various centres and malls, as well as educational attractions. Local highlights include picturesque lakes and event venues that host conferences and gatherings, ensuring a fulfilling travel experience.
  • Fishkill: Situated 24.1km away from Pawling, Fishkill is a charming city perfect for family-friendly adventures and outdoor activities. With peak travel during June to July and September, it attracts visitors looking for city-themed experiences. The area boasts numerous shopping centres and educational venues, making it convenient for families. Notable attractions include a nearby theme park and symbolic landmarks, providing plenty of opportunities for exploration and fun during your stay.
  • Patterson: Just 4.8km from Pawling, Patterson invites you to enjoy a variety of outdoor activities and family adventures. The city sees increased visitors from July to September, and it offers thrilling experiences such as skiing and shopping in local areas. Nearby attractions include serene lakes and places of worship, making it a peaceful spot for relaxation and adventure alike. Whether you're hitting the slopes or enjoying a day out with the family, Patterson has something for everyone.

Things to do near Pawling

Pawling, New York, is an ideal destination for a romantic weekend getaway, offering stunning outdoor scenery and a variety of activities. Enjoy skiing at local ski fields, explore recreational areas, and take nature walks or leisurely strolls. Perfect for day trips, Pawling also features great educational stops that enrich your experience while immersing you in the region's natural beauty.

Shopping

Pawling offers charming shops like The Book Cove and The Pawling Farmers' Market for unique gifts and local treats. If you're up for a drive, head to the nearby Dutchess Mall for a wider selection of retailers, including popular brands and specialty stores.

Recreation

The Greenwich Polo Club, located 48.3km from Pawling, offers a luxurious atmosphere ideal for relaxation and wellness. Enjoy the stunning landscapes, upscale amenities, and the elegance of polo events, making it a perfect retreat for rejuvenation and leisure amidst beautiful surroundings.

Adventure

Pawling, New York, offers thrilling activities at the Appalachian Trail, where you can hike scenic routes with stunning views. Explore the great outdoors at the nearby Great Swamp, perfect for birdwatching and kayaking. For a unique experience, try rock climbing at the local climbing gym.

Nightlife

Pawling boasts a charming nightlife with venues like The Pawling Tavern, where you can enjoy live music and good company. For a relaxed atmosphere, check out The Coffee Shop, perfect for casual conversations over drinks. Experience local flair and friendly vibes as you explore this quaint town after dark.

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

Booking tips and Expedia advantages for Pawling

  • 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 enables you to set your budget, choose your desired location, and much more. You can easily sort your search results to display prices from lowest to highest, making it simple to find the most affordable hotels first. Additionally, you have the option to refine your selections by hotel category; for instance, by checking the Eco-certified filter, you'll be presented with sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your Pawling hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Pawling

Pawling, New York, is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. With attractions like national and state parks, lakes, and urban parks, visitors can enjoy nature and engaging family experiences. Notable points of interest include the best of Pawling, the local school, the whimsical Hobbit House, and the iconic cities nearby, including the bustling Big Apple.

  • John Kane House: Immerse yourself in the rich history of Pawling at the John Kane House, a charming historic structure that embodies the cultural essence of the area. Its unique architecture and historical significance offer a glimpse into the past, making it a must-visit for history enthusiasts.
  • Candlewood Lake: Located 14.5km from Pawling, Candlewood Lake is a picturesque destination perfect for outdoor activities. Enjoy a romantic day by the beach, take in the stunning scenery, or partake in water sports, all while basking in the natural beauty of the surroundings.
  • Squantz Pond State Park: Just 12.9km away, Squantz Pond State Park is a haven for adventure seekers. Explore scenic trails, engage in outdoor activities, and revel in the breathtaking landscapes that make this national park a perfect spot for nature lovers.

Best time to go to Pawling

The best time to visit Pawling is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly 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 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 three major airports. John F. Kennedy International Airport (JFK) is located 103.0km away, with nearby hotels like the 5-star Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty International Airport (EWR) is 107.8km away, offering luxurious accommodations such as The Dominick and Four Seasons Hotel, both 14.5km from the airport. Lastly, LaGuardia Airport (LGA) is 90.1km away, featuring elegant options like The Plaza and The Knickerbocker, both around 5 to 9.7km from the airport. Each airport provides various transportation services to facilitate your journey.

Frequently asked questions

What is the best area to stay in Pawling?
The best area to stay in Pawling, New York, is right in the village centre, particularly around Charles Colman Boulevard and Main Street.

This central area offers the most convenience and character. You'll find charming local shops, eateries, and cafes within easy walking distance. The village green is a pleasant spot for a stroll, and the Metro-North train station is located right here, making it very accessible.

For couples looking for a relaxed getaway, staying in the village centre provides easy access to everything. You can enjoy quiet evenings dining at local restaurants, browse the independent shops, and perhaps catch a film at the Pawling Theatre. Its walkable nature means you won't need to rely on a car for everyday activities.

Visitors interested in exploring the local countryside and outdoor activities will also find the village centre a convenient base.
When is the best time to go to Pawling?
For most visitors, the best time to go to Pawling is during the autumn months, particularly from September to October, or in the summer from June to August.

Autumn in Pawling is truly special, with the surrounding Dutchess County landscape transforming into a spectacular display of reds, oranges, and yellows. The weather is typically crisp and pleasant, superb for enjoying outdoor activities like hiking along the Appalachian Trail, which passes close to the village, or exploring local farms. It's an ideal time for couples looking for a romantic escape amidst stunning natural beauty.

Summer offers warmer weather and a full calendar of local events. You can enjoy various outdoor pursuits, from kayaking on the Great Swamp to cycling on the Harlem Valley Rail Trail. The village green often hosts community gatherings, and it's a great time to visit local farmers' markets. Families will appreciate the opportunities for outdoor adventures and relaxed days by the lake.
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 Pawling.
How can I save on a Pawling hotel booking with Expedia?
Members always get our best prices. Find our best Pawling 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 Pawling hotel?
Prices for hotels in Pawling often vary, but you can find a great deal from CA $114 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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