Pawling Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Pawling Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
17 Mar - 23 Mar
found 21 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (2,117 reviews)
Great property with a modern vibe, great for a week spent celebrating my daughter's 18th bday. Staff was accommodating, room was great, clean smelled nice. Overall great experience!

Reviewed on 24 Dec,2024

Oracle of New York Suites

Oracle of New York Suites

2 out of 5
Manhattan
Save 100% on your flight
per person
17 Mar - 23 Mar
found 3 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
10/10 Exceptional! (1 review)
Great host mixed with great house which results in reasonable price. All in all, great experience.

Reviewed on 16 Dec,2024

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
17 Mar - 23 Mar
found 21 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.8/10 Exceptional! (1,060 reviews)
Average, No restaurant, No daily housekeeping, checkout 11am.

Reviewed on 24 Dec,2024

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
17 Mar - 23 Mar
found 21 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.6/10 Exceptional! (62 reviews)
The staff was impeccable…from the time you walk through the door until you leave!!! I’ve never experienced this level of customer-oriented service. Will never stay anywhere else! Thanks to everyone!!!

Reviewed on 12 Dec,2024

The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
per person
17 Mar - 23 Mar
found 21 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
We enjoyed our recent stay at The Lombardy. I will say the mattress on our king bed was atrocious as was the mattress on the pull out sofa bed. I mean these things really need to be replaced. Otherwise everything else was amazing!

Reviewed on 23 Dec,2024

Top hotels in Pawling

Station Inn Pawling
Station Inn Pawling
3 out of 5
7 Memorial Avenue, Pawling, NY
The price is S$300 per night from 8 Jan to 9 Jan
S$300
includes taxes & fees
8 Jan - 9 Jan,2025
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 S$256 per night from 1 Jan to 2 Jan
S$256
includes taxes & fees
1 Jan - 2 Jan,2025
9/10 Wonderful! (1,006 reviews)
"Great Hotel. Would visit again"

Reviewed on 21 Dec,2024

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 S$151 per night from 1 Jan to 2 Jan
S$151
includes taxes & fees
1 Jan - 2 Jan,2025
8.6/10 Excellent! (1,000 reviews)
"We would probably stay there again if it wasnt so costly...as seniors."

Reviewed on 23 Dec,2024

HYATT house Fishkill/Poughkeepsie
See all 836 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.

Frequently asked questions

How much does a Pawling holiday package cost?
You’ll find cheap prices from S$2,281 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.