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.
Interfaith 21

Interfaith 21

2 out of 5
Manhattan
Price was S$2,006, price is now S$1,605 per person
S$1,605
per person
7 Oct - 10 Oct
found 1 day ago
Return direct flight included
Bangkok (BKK) to New York (JFK)
8.6/10 Excellent! (20 reviews)
Small room but very clean

Reviewed on 13 Aug, 2025

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was S$3,286, price is now S$2,423 per person
S$2,423
per person
7 Oct - 10 Oct
found 1 day ago
Return direct flight included
Bangkok (BKK) to New York (JFK)
9.6/10 Exceptional! (546 reviews)
Wonderful hotel. The staff is excellent

Reviewed on 27 Aug, 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was S$3,196, price is now S$2,359 per person
S$2,359
per person
7 Oct - 10 Oct
found 1 day ago
Return direct flight included
Bangkok (BKK) to New York (JFK)
9/10 Wonderful! (1,589 reviews)
Dated rooms at a historic property. Know that before booking and you will enjoy.

Reviewed on 27 Aug, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was S$2,550, price is now S$1,905 per person
S$1,905
per person
7 Oct - 10 Oct
found 1 day ago
Return direct flight included
Bangkok (BKK) to New York (JFK)
9.8/10 Exceptional! (1,293 reviews)
Great people, great place, rooms are spot on and Rooftop is worth every penny

Reviewed on 26 Aug, 2025

Citadines Connect Fifth Avenue New York

Citadines Connect Fifth Avenue New York

3.5 out of 5
Manhattan
Price was S$2,419, price is now S$1,911 per person
S$1,911
per person
7 Oct - 10 Oct
found 1 day ago
Return direct flight included
Bangkok (BKK) to New York (JFK)
8/10 Very Good! (1,560 reviews)
This has to be one of the hotels I have ever been to.

Reviewed on 27 Aug, 2025

Top hotels in Pawling

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue, Pawling, NY
The price is S$327 per night from 28 Sept to 29 Sept
S$327
28 Sept - 29 Sept
includes taxes & fees
9/10 Wonderful! (176 reviews)
"Very clean."

Reviewed on 4 Jul, 2025

Station Inn Pawling
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is S$151 per night from 28 Sept to 29 Sept
S$151
28 Sept - 29 Sept
includes taxes & fees
7.6/10 Good! (403 reviews)
"Overall good stay"

Reviewed on 24 Aug, 2025

Quality Inn Poughkeepsie
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

2.5 out of 5
849 Route 52, Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is S$138 per night from 7 Sept to 8 Sept
S$138
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
Nice place to stop off I84
"Check in woman was super friendly. Room was spacious, clean and comfortable. Traveling with my daughter and this was about our halfway point. Its right off of I84, next to a diner that appeared to be well known due to how busy it looked, and a gas station down the street. Hotel was quiet and couldnt ..."

Reviewed on 25 Aug, 2025

Quality Inn & Suites Fishkill South near I-84
See all 833 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$1,605 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.