Pawling Holidays from AU$3,854

Book a Hotel + Flight or Car together to unlock savings

Photo by Marina Timo

  • 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.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
21 Sept - 27 Sept
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
7.6/10 Good! (803 reviews)
Nice stay. No frills. But if youre looking for a decently priced hotel in Manhattan this one works. Good neighborhood. Easy access to subway.

Reviewed on 12 Jul. 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
per person
23 Sept - 29 Sept
found 10 hours ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
7.8/10 Good! (1,467 reviews)
Beautiful hotel . Clean friendly. The pool area is amazing. I highly recommend.

Reviewed on 6 Jul. 2025

Empire Hotel

Empire Hotel

4 out of 5
Manhattan
per person
21 Sept - 27 Sept
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
7.6/10 Good! (5,584 reviews)
I really liked the location

Reviewed on 12 Jul. 2025

The Dominick

The Dominick

5 out of 5
Manhattan
per person
23 Sept - 29 Sept
found 10 hours ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
They treated me like royalty. Very nice location. Great views

Reviewed on 9 Jul. 2025

Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Manhattan
per person
21 Sept - 27 Sept
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
9.4/10 Exceptional! (4,612 reviews)
It was a great place to stay for a family travelling to NYC for the first time

Reviewed on 11 Jul. 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$370 per night from 11 Aug to 12 Aug
AU$370
11 Aug - 12 Aug
includes taxes & fees
9/10 Wonderful! (172 reviews)
"Very clean."

Reviewed on 4 Jul. 2025

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$297 per night from 31 July to 1 Aug
AU$297
31 July - 1 Aug
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"This was a really nice hotel, comfortable, quiet room/ bed. Nice outdoor space. Good free breakfast. Clean, fair priced."

Reviewed on 12 Jul. 2025

Hotel Zero Degrees Danbury
Microtel Inn & Suites by Wyndham Bethel/Danbury
Microtel Inn & Suites by Wyndham Bethel/Danbury
2 out of 5
80 Benedict Rd, Bethel, CT
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 28 July to 29 July
AU$154
28 July - 29 July
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"It was a rainy dark night when I arrived but everything went perfect at the motel and as soon as I opened the door to my room it smelled fresh and was very clean"

Reviewed on 9 Jul. 2025

Microtel Inn & Suites by Wyndham Bethel/Danbury
See all 843 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$3,854 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.