Pawling Holidays from AU$3,411

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.
PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
per person
6 Mar - 12 Mar
found 5 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.2/10 Very Good! (2,716 reviews)
Easy check in, great location, comfy bed, great shower, cool ambiance, great restaurants

Reviewed on 3 Jan. 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
7 Mar - 12 Mar
found 5 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.8/10 Exceptional! (1,077 reviews)
Great location! Amazing and very helpful staff! Thank you very much!

Reviewed on 27 Dec. 2024

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
per person
22 Feb - 28 Feb
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.6/10 Exceptional! (63 reviews)
very clean and quiet- only complaint is the concierge was not responsive

Reviewed on 29 Dec. 2024

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
per person
22 Feb - 27 Feb
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (2,167 reviews)
Parking was too expensive. $85 per night for my vehicle. Which is too expensive.

Reviewed on 2 Jan. 2025

The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Manhattan
per person
7 Mar - 12 Mar
found 5 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Gorgeous hotel in excellent service! The only issue is the elevators.

Reviewed on 3 Jan. 2025

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$357 per night from 1 Feb to 2 Feb
AU$357
includes taxes & fees
1 Feb - 2 Feb
9/10 Wonderful! (158 reviews)
"Everything was generally good. Station Inn is very nice and clean. The only thing I would say if you’re sensitive to noise, stay somewhere else. Train goes by a lot with the horn and the wall HVAC is loud."

Reviewed on 16 Oct. 2024

Station 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$313 per night from 4 Jan to 5 Jan
AU$313
includes taxes & fees
4 Jan - 5 Jan
9/10 Wonderful! (1,004 reviews)
"beautiful"

Reviewed on 2 Jan. 2025

Hotel Zero Degrees Danbury
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 30 Jan to 31 Jan
AU$179
includes taxes & fees
30 Jan - 31 Jan
8.6/10 Excellent! (1,006 reviews)
"We stayed so that my kids could swim. Everyone had a blast. Everyone working was so nice and helpful. Good night sleep and good breakfast"

Reviewed on 1 Jan. 2025

HYATT house Fishkill/Poughkeepsie
See all 842 properties in Pawling
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Pawling holiday package cost?
You’ll find cheap prices from AU$3,411 on Expedia for your Pawling escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your holiday to Pawling costs.
What are the cheapest months to go to Pawling?
Plan your getaway for the off-season and you’re likely to score cheap Pawling holiday packages. Bear in mind that public holidays and local festivals and events can have an impact on prices, so do your research before you go.
How many days is enough for Pawling?
Generally, a handful of days is enough to tick off the major sights during your Pawling holiday. But if you’d like to have some time to unwind or take day tours, think about extending your trip.
How to find the best Pawling package deals?
Use Expedia’s filters to find some great Pawling package deals. When you begin your search, just set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your trip for midweek, or look for Pawling package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it’s typically best to lock in your holiday package well in advance.
Is it cheaper to book a Pawling holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You’ll typically get a better deal than booking each component individually. And you’ll still enjoy the flexibility to create a customised Pawling holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Pawling?
If you’re considering a spontaneous Pawling holiday, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Pawling?

  1. Choose when to get away: Check your calendar and get packing. Your preferred season and the type of activities available will also help you decide when to visit Pawling.
  2. Budget wisely: Besides the price of your accommodation, you should factor in other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Pawling.
  3. Work out your trip length: Consider how much time you want to spend exploring Pawling. Plan your days so you can get to all the activities and attractions you’re interested in at a comfortable pace.
  4. Combine your airfare and accommodation: After you’ve nailed down your dates and duration, book the perfect Pawling holiday package for you.

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