Pawling Holidays from AU$2,089

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Your Pawling Holiday

With a Pawling holiday package, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your escape has been taken care of before departing, so you can enjoy each moment experiencing this exciting city. Want to start exploring your surroundings? Thunder Ridge Ski Resort, John Kane House and Whaley Lake are some of the top-rated places to visit during a trip to Pawling. Browse Expedia's extensive range of travel options and book your ideal holiday to Pawling now.

The Latest Pawling Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Millennium Hilton New York One UN Plaza
INNSiDE by Meliá New York Nomad
Hotel Riu Plaza New York Times Square
Hotel Riu Plaza Manhattan Times Square
Margaritaville Resort Times Square

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Pawling Holiday

Pawling Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
2,300
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Stormville Airport Antique Show & Flea Market, John Kane House and Whaley Lake

Our pick of the best Pawling Hotel Deals

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue Pawling NY
The price is AU$372 per night from 30 Dec to 31 Dec
AU$372
30 Dec - 31 Dec
includes taxes & fees
9/10 Wonderful! (184 reviews)
We stayed here overnight so that we could hit up Daryl's House for dinner and a concert. The inn is very well maintained, the room was very comfortable and not clean but immaculate! One of the best we have stayed at in years. If we come back to the area will stay again.

Reviewed on 28 Oct 2025

Station Inn Pawling
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 5 Dec to 6 Dec
AU$176
5 Dec - 6 Dec
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
The staff was very nice and accommodating. The room was perfect and the bed was super comfortable. Will stay again if in the area.

Reviewed on 26 Nov 2025

Hampton Inn & Suites Poughkeepsie
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,065 reviews)
Great parking, clean and very nice inside and out.

Reviewed on 27 Nov 2025

Ethan Allen Hotel
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.