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.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
17 Sept - 20 Sept
found 5 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
7.6/10 Good! (816 reviews)
Quite, good customer service, clean

Reviewed on 14 Jul, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
17 Sept - 20 Sept
found 5 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.8/10 Exceptional! (1,232 reviews)
Great staff, comfortable beds and good room size

Reviewed on 25 Jul, 2025

Empire Hotel

Empire Hotel

4 out of 5
Manhattan
per person
17 Sept - 20 Sept
found 5 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
7.6/10 Good! (5,628 reviews)
The check-in was horrible. We are a family of 6 with 3 kids and we had to wait for 1 hour in the lobby to get checked in. We were told to sit and wait that someone will come get us. We were sitting and waiting; freezing ( the lobby is so cold) and no one communicated with us. After 1:15 minutes of sitting, I went to the front desk to check the status and the young lady said "oh your room is ready! sorry " while we all were sitting in front of the lobby with restless 2 years old kid. Horrible! once we went to our room, it was great room and perfect location!

Reviewed on 25 Jul, 2025

Millennium Premier New York Times Square

Millennium Premier New York Times Square

4 out of 5
Manhattan
per person
17 Sept - 20 Sept
found 5 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
7.8/10 Good! (1,005 reviews)
The hotel was nice. The staff was excellent, very nice and professional! The room itself was large for a downtown NY hotel and the location is excellent! Right in Times Square and very close to the Port Authority bus depot. The breakfast was a bit lame but it comes with the room so at least you aren’t paying extra for it. I would have liked a fridge in my room and I did put a note on my reservation for one (you cannot reserve in advance) but when I got there they told me if I wanted a fridge I’d have to move to a queen room which I did not want. So no fridge. I’m not sure if any king rooms have fridges or not. I was under the impression that they were portable. All in all the hotel was nice and I would likely stay there again.

Reviewed on 25 Jul, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
per person
17 Sept - 20 Sept
found 5 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.8/10 Excellent! (6,073 reviews)
Great location, great staff service! Would recommend to anyone who would like to stay @ a hotel!

Reviewed on 25 Jul, 2025

Top hotels in Pawling

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue, Pawling, NY
The price is S$311 per night from 27 Jul to 28 Jul
S$311
27 Jul - 28 Jul
includes taxes & fees
9/10 Wonderful! (174 reviews)
"Very clean."

Reviewed on 4 Jul, 2025

Station Inn Pawling
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 out of 5
116 Newtown Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is S$138 per night from 24 Aug to 25 Aug
S$138
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
Good stay
"Room was very clean. Staff was friendly and helpful. Breakfast was delicious and the whole space was comfortable and well kept. Would definitely stay again."

Reviewed on 21 Jul, 2025

La Quinta Inn & Suites by Wyndham Danbury
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$232 per night from 25 Aug to 26 Aug
S$232
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
"Good"

Reviewed on 22 Jul, 2025

Hotel Zero Degrees Danbury
See all 841 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$1,914 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.