Pawling Holidays

Photo by Marina Timo

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Pawling Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown

4 out of 5
Manhattan
per person
11 Jul - 13 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.2/10 Very Good! (2,314 reviews)
Room was clean and building too! Attention was really nice

Reviewed on 8 Jun, 2025

Interfaith 21

Interfaith 21

2 out of 5
Manhattan
per person
11 Jul - 13 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
No reviews
It was easy and affordable for NY area. They still renovating the building but ever was clean. I left my backpack and it was exactly how I left. Also, I forgot one bag downstairs and i went to check in the morning, and the bag was how I left.

Reviewed on 5 Jun, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
11 Jul - 13 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.8/10 Exceptional! (1,194 reviews)
Great location (right in the heart of Chinatown and Little Italy!), amazing staff (provided helpful directions and recommendations and fun stories), free coffee and fresh croissants in mornings. We had two rooms one upstairs and one downstairs. We loved the little sitting area outside of the first floor room. Just enough room to sit and enjoy the sounds of the city. Subway access and walking to other spots around town was easy and there was a lot to see and do in the area.

Reviewed on 7 Jun, 2025

Ameritania Hotel at Times Square

Ameritania Hotel at Times Square

3.5 out of 5
Manhattan
per person
11 Jul - 13 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.8/10 Excellent! (3,909 reviews)
Very clean, great location and the staff were very pleasant and helpful!! I would stay again and recommend to friends. Upon arrival they upgraded our room to a nice view of the city.

Reviewed on 8 Jun, 2025

The Renwick

The Renwick

4 out of 5
Manhattan
per person
11 Jul - 13 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (1,779 reviews)
Excellent experience, highly recommended

Reviewed on 9 Jun, 2025

Top hotels in Pawling

Station Inn Pawling
Station Inn Pawling
3 out of 5
7 Memorial Avenue, Pawling, NY
The price is S$319 per night from 8 Jul to 9 Jul
S$319
8 Jul - 9 Jul
includes taxes & fees
9/10 Wonderful! (168 reviews)
Pleasant and convenient.
"We have stayed here many times. Always low key, clean and cozy. Trains go by infrequently at night. Hasn’t been disruptive. We like to stay after going to show at Darryl’s house."

Reviewed on 9 Mar, 2025

Station Inn Pawling
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$162 per night from 6 Jul to 7 Jul
S$162
6 Jul - 7 Jul
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Checking was fast, room was clean, quiet, everything was working fine. Pool and hot tub were good. Breakfast was good, satisfying."

Reviewed on 2 Jun, 2025

HYATT house Fishkill/Poughkeepsie
Ethan Allen Hotel
Ethan Allen Hotel
3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is S$176 per night from 10 Jun to 11 Jun
S$176
10 Jun - 11 Jun
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"Excellent"

Reviewed on 6 Jun, 2025

Ethan Allen Hotel
See all 827 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$1,857 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.