Pawling Holidays from NZ$3,089

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The Latest Pawling Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Truss Hotel Times Square

Truss Hotel Times Square

4 out of 5
Manhattan
per person
1 Aug - 8 Aug
found 13 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8.2/10 Very Good! (2,669 reviews)
From the day before my check-in til the end of my stay, i enjoyed every minute of being there. The staff were more than helpful and accommodating. Will return for my next NYC trip

Reviewed on 21 Jun. 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
1 Aug - 8 Aug
found 13 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (1,205 reviews)
Best hotel I’ve ever stayed at ✌❤️

Reviewed on 19 Jun. 2025

Home2 Suites By Hilton New York Times Square

Home2 Suites By Hilton New York Times Square

3 out of 5
Manhattan
per person
1 Aug - 8 Aug
found 13 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8.6/10 Excellent! (2,675 reviews)
I confess that I almost canceled this reservation days before arriving at the hotel based on the service I received online from the team. Let me explain: we have a 1-year-old baby and it was essential to have a crib in the room. The ad said it was available, but when I sent a message to the hotel, the response was always standard: they have it but don't guarantee it will be available on the day. A perfect response to make a mother worry even more considering that we would be living in chaos for 5 nights. It looked like I was talking to some robot instead of a human being. Anyway, considering it was a Hilton hotel, I gave it a vote of confidence and kept the reservation. Upon arrival, I was surprised by the staff at the reception who were super nice and put us in a quiet room as requested, and said that the crib would be delivered in a few moments. The room had a perfect size and also had a microwave, dishwasher, minibar, and a sink. Perfect for taking out food and eating in the room if needed. The location is amazing: two blocks away from Times Square, with a lot of great options of food, and tourist attractions. Well, not everything is perfect and I have to be honest: 1. The bed linen smells like wet dog. You know when they wash it and it doesn't dry well? So, imagine sleeping with that smell! 2. The sofa bed in the room also smelled really bad. 3. The elevator is a mess: if you have an appointment, leave about 15 minutes early.

Reviewed on 22 Jun. 2025

The Muse New York

The Muse New York

3.5 out of 5
Manhattan
per person
1 Aug - 8 Aug
found 13 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (1,433 reviews)
Everything was wonderful! The location was convenient, the staff was friendly, the lobby and room very clean, the beds were comfortable and the AC was perfect for the hot, June day. I think my favorite part was the water bottle filling stations throughout the hotel. We were lucky enough to have one right outside our room which was so convenient. Would definitely stay here again.

Reviewed on 21 Jun. 2025

The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
per person
1 Aug - 8 Aug
found 13 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (1,094 reviews)
The location was great, staff friendly and an upgrade on the previous hotel.

Reviewed on 20 Jun. 2025

Pawling Holiday

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 NZ$534 per night from 28 June to 29 June
NZ$534
28 June - 29 June
includes taxes & fees
9/10 Wonderful! (169 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 NZ$210 per night from 6 July to 7 July
NZ$210
6 July - 7 July
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Very nice, updated, clean and price was great. Pool and hot tub were also great."

Reviewed on 18 Jun. 2025

HYATT house Fishkill/Poughkeepsie
Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 out of 5
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is NZ$215 per night from 22 July to 23 July
NZ$215
22 July - 23 July
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Nice room! Clean property!"

Reviewed on 21 Jun. 2025

Hampton Inn & Suites Poughkeepsie
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 NZ$3,089 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.