Pawling Holiday Deals

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Top Pawling holiday deals

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
Price was AU$5,802, price is now AU$4,200 per person
AU$4,200
per person
28 Dec - 3 Jan
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
With a stay at Outsite Chelsea, you'll be centrally located in New York, just a 4-minute walk from Chelsea Hotel and 11 minutes by foot from Madison Square Garden.
Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$8,960, price is now AU$6,240 per person
AU$6,240
per person
10 Dec - 18 Dec
found 1 day ago
Return flight included
Sydney (SYD) to New York (JFK)
Park Lane New York is centrally located in New York, a 2-minute walk from Central Park and 11 minutes by foot from Broadway.
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$5,999, price is now AU$4,341 per person
AU$4,341
per person
7 Dec - 15 Dec
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
With a stay at Placemakr Wall Street in New York (Manhattan), you'll be steps from South Street Seaport and 6 minutes by foot from New York Stock Exchange.
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$5,823, price is now AU$4,215 per person
AU$4,215
per person
7 Dec - 15 Dec
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
With a stay at Hotel 32 32, you'll be centrally located in New York, within a 5-minute walk of 5th Avenue and Empire State Building.
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$11,658, price is now AU$8,655 per person
AU$8,655
per person
10 Dec - 18 Dec
found 1 day ago
Return flight included
Sydney (SYD) to New York (JFK)
The Fifth Avenue Hotel is centrally located in New York, a 3-minute walk from Madison Square Park and 6 minutes by foot from Flatiron Building.

Pawling Holiday Package Deals

At lastminute.com.au, we can combine all your hire cars, hotel bookings, airfares and exciting activities into a tidy package. So, why should you do this? You'll have more time for #Pawling adventures and you'll save heaps of cash!

So, how about an extra AU$260? With average savings like that, you won't need to feel guilty about having one more cocktail or impulse-buying that pricey airport memento.

With some 400 airlines and 282,000 hotels at your fingertips, the opportunities are limitless! Craft a deal to suit your own unique tastes.

You'll be grabbing your passport in no time! And, if you find a lower price on your hotel or package within 24 hours of booking, we'll match it and refund you the difference. That's what we call our Price Pledge.Terms and conditions apply.

Top hotels for your Pawling holiday

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue, Pawling, NY
The price is AU$405 per night from 4 Dec to 5 Dec
AU$405
4 Dec - 5 Dec
includes taxes & fees
Located in Pawling, Station Inn Pawling is a 1-minute drive from John Kane House and 7 minutes from Thunder Ridge Ski Resort.
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

Opens in a new windowStation Inn Pawling
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$275 per night from 16 Nov to 17 Nov
AU$275
16 Nov - 17 Nov
includes taxes & fees
Located in Danbury, Hotel Zero Degrees Danbury is within a 5-minute drive of Matrix Conference and Banquet Center and Thrillz High Flying Adventure Park.
VERY clean and big room. Hotel bar was excellent! Ask for Blake!!!

Reviewed on 24 Oct 2025

Opens in a new windowHotel Zero Degrees Danbury
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$182 per night from 29 Nov to 30 Nov
AU$182
29 Nov - 30 Nov
includes taxes & fees
With a stay at Hampton Inn & Suites Poughkeepsie in Poughkeepsie (Crown Heights), you'll be within a 15-minute drive of Vassar College and Culinary Institute ...
Service and staff was A+++++

Reviewed on 2 Nov 2025

Opens in a new windowHampton Inn & Suites Poughkeepsie
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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.

Popular places to visit

John Kane House

Find out about the history of Pawling when you spend time at John Kane House. While in this trendy area, you can savour the top-notch restaurants.

John Kane House

Akin Free Library

Akin Free Library is just one of the places to see in Pawling, so why not enjoy the other things to explore during your travels?

Akin Free Library

Pawling Village Hall

Pawling Village Hall is just one of the places to see in Pawling, so why not enjoy the other things to explore during your travels?

Pawling Village Hall

^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.