Beginning of main content

Book Cheap Hotels in Pawling

Wander Wisely with the Travelocity Price Match Guarantee

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Get 24/7 travel help, thanks to our Customer First Guarantee

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Most Frequently Booked Pawling Hotels

Price for 1 night 2 adults*

Station Inn Pawling C$224

Per night/room

6 Oct. - 7 Oct.

See details
 
Station Inn Pawling

Station Inn Pawling

7 Memorial Avenue, Pawling, NY
     
    5.0
    of 5, from 1 reviews
    3.0 out of 5.0 Stars

    Situated in Pawling, this guesthouse is 0.9 mi (1.5 km) from John Kane House, and within 12 mi (20 km) of Thunder Ridge Ski Resort and Bull's Bridge. Squantz Pond State Park and Centennial Golf Club are also within 12 mi (20 km).

    The Pawling House Bed & Breakfast C$232

    Per night/room

    23 Oct. - 24 Oct.

    See details
     
    The Pawling House Bed & Breakfast

    The Pawling House Bed & Breakfast

    105 West Main Street, Pawling, NY
       
      3.0 out of 5.0 Stars

      Situated in the historical district, this bed & breakfast is 1.6 mi (2.6 km) from John Kane House, and within 12 mi (20 km) of Thunder Ridge Ski Resort and Beekman Golf Course. Bull's Bridge and Squantz Pond State Park are also within 12 mi (20 km).

      House on Appalachian Trail, Walking Distance From NYC Trains. 3bd/1ba, 3 Acres Get Rates
      See details
       
      House on Appalachian Trail, Walking Distance From NYC Trains. 3bd/1ba, 3 Acres

      House on Appalachian Trail, Walking Distance From NYC Trains. 3bd/1ba, 3 Acres

      72 Hurds Corner Rd, Pawling, NY
         
        0.0 out of 5.0 Stars

        Located near the slopes, this Pawling holiday home is within 9 mi (15 km) of John Kane House and Thunder Ridge Ski Resort, and close to winter sports, such as cross-country skiing and sledging. Candlewood Lake and Lake Dutchess are also within 12 miles (20 km). Appalachian Trail is 13 minutes by foot.

        Cat Rock House, Woodsy Escape Just 65 Miles From Nyc! Get Rates
        See details
         
        Cat Rock House, Woodsy Escape Just 65 Miles From Nyc!

        Cat Rock House, Woodsy Escape Just 65 Miles From Nyc!

        391 W Dover Rd, Pawling, NY
           
          0.0 out of 5.0 Stars

          Situated in Pawling, this holiday home is 3.6 mi (5.8 km) from John Kane House and within 12 miles (20 km) of Thunder Ridge Ski Resort and Bull's Bridge. Lake Dutchess and Candlewood Lake are also within 12 miles (20 km).

          Map

          How much is a hotel room in Pawling?

          Hotels in Pawling start at C$224 per night. Prices and availability subject to change. Additional terms may apply.

          Cheap Hotels in Pawling

          Pack your bags—it’s time to embark on a getaway. Whether you’re craving a solo retreat or promising your family a vacation to remember, book one of the best hotels in Pawling. These hotels are located within easy access of the city’s hottest attractions and entertainment, so you won’t miss a beat while you’re in town. Spend the days exploring the local landmarks and the evenings getting to know the nightlife. After exploring the city from top to bottom, rest up at a hotel that speaks to you. Find the perfect place that matches your trip’s vibe, from a trendy boutique to family-friendly accommodations.

          Allow us here at Travelocity to pair you with up Pawling hotels that suit your vacation preferences. Discover places with convenient on-site restaurants, around-the-clock service, and pools where your kids can make a splash. Some hotels may boast fitness rooms and spa services, while others feature game rooms and Wi-Fi access. To top it all off, you’ll score cheap hotels in Pawling that let you spend more on your activities and less on your lodging. Book and bundle your flight and hotel deals together today and save up to $537. It’s time to explore a new city, and break out of your routine.

          Recent Pawling Hotel Reviews By Fellow Wanderers

          Holiday Inn Express Fishkill-Mid Hudson Valley

          5.0 Travelocity Verified Review
          Very clean and well maintained staff is very inviting and personable
          2 days ago by A verified traveller
          Open Holiday Inn Express Fishkill-Mid Hudson Valley hotel guest reviews

          The Litchfield Inn

          4.0 Travelocity Verified Review
          The tv was impossible to use. There were 2 clickers with no instructions and even after staff made it work it reverted back to being unusable. It shouldn’t be a major job to turn it on and change channels The free breakfast was on the other hand very good and way above average
          5 days ago by A verified traveller
          Open The Litchfield Inn hotel guest reviews

          Homewood Suites by Hilton Poughkeepsie

          5.0 Travelocity Verified Review
          Clean, comfortable, great amenities, excellent staff especially the women who helped us with the in house computer
          5 days ago by A verified traveller
          Open Homewood Suites by Hilton Poughkeepsie hotel guest reviews

          Microtel Inn & Suites by Wyndham Bethel/Danbury

          4.0 Travelocity Verified Review
          The staff was really alert and interested in providing good service. Even though we took our Do Not Disturb sign off the door when it looked like the housekeeper was almost done with the rooms in our hallway, when we returned hours later our room had been made up. They really went the extra mile!
          7 days ago by A verified traveller
          Open Microtel Inn & Suites by Wyndham Bethel/Danbury hotel guest reviews

          Best Western Danbury/Bethel

          3.0 Travelocity Verified Review
          It was conveniently located. We had to change rooms due to a malfunction in the shower. That did not upset the Receptionist at all and we were moved quickly. Unfortunately, we went from a King Bed to two Queen Beds. The Breakfast was nothing special.
          3 weeks ago by A verified traveller
          Open Best Western Danbury/Bethel hotel guest reviews

          Brinckerhoff Inn

          4.0 Travelocity Verified Review
          The property and room was gorgeous and the staff was overly amazing along with the free breakfast. My only issue is that i specifically booked a room that stated had a private bathroom with a deep tub. I only ordered that room FOR THE TUB. Even on their own website, the pictures are deceiving and makes it look like the room i ordered (Andrew Jackson room) had a bathroom in the room. Well it did not. The "private" bathroom is a shared bathroom that the entire 3rd floor uses. I was very displeased with that. Make sure you call and ask for things youre looking for.
          4 weeks ago by A verified traveller
          Open Brinckerhoff Inn hotel guest reviews
          See a list of all hotels in Poughkeepsie

          An Airport

          An Attraction

          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.