Pawling Holidays from NZ$3,255

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The Latest Pawling Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Price was NZ$4,468, price is now NZ$3,255 per person
NZ$3,255
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (1,998 reviews)
good overall. but no laundry.

Reviewed on 1 July 2026

Sofitel New York

Sofitel New York

4.5 out of 5
Manhattan
Price was NZ$5,922, price is now NZ$4,176 per person
NZ$4,176
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (1,243 reviews)
Great spot for central manhattan / Times Square. Well maintained hotel with good sized rooms.

Reviewed on 2 July 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was NZ$4,665, price is now NZ$3,337 per person
NZ$3,337
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
This is a clean room but a very old hotel. Bed was very old air-conditioning was cool but very loud as it was a window unit.

Reviewed on 2 July 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was NZ$4,729, price is now NZ$3,432 per person
NZ$3,432
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,240 reviews)
Our room was not ready until 3:15pm, 15 minutes past the contractual check-in time. We had arrived at 9am and requested for to check in early if possible because of evening commitments. I understand it's a busy hotel, but to not be allowed to check in until 15 minutes after the guaranteed time is pathetic. I called at 12pm and they said the room would be ready soon. It was not. No apologies were given. Our AC vent was also clicking on/off all night making it difficult to sleep. The walls are paper thin and you can hear everything right outside your room. This hotel markets itself up to appear luxurious in the lobby and outside, but once you're in your room it is miserable. $6 for a drip coffee in the morning. Avoid at all costs. You are better off anywhere else.

Reviewed on 2 July 2026

San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Price was NZ$4,927, price is now NZ$3,592 per person
NZ$3,592
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.4/10 Exceptional! (1,828 reviews)
I definitely had a wonderful stay!

Reviewed on 1 July 2026

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$335 per night from 7 July to 8 July
NZ$335
7 July - 8 July
includes taxes & fees
9.2/10 Wonderful! (205 reviews)
"Perfect place to stay the night. You can hear the train passing by, but there are ear plugs and a white noise machine in the room. It didn't bother us at all, but it might other folks"

Reviewed on 29 June 2026

Station Inn Pawling
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
The price is NZ$201 per night from 5 July to 6 July
NZ$201
5 July - 6 July
includes taxes & fees
8/10 Very good! (1,277 reviews)
"Sink and tub did not drain well. Beds comfortable. Accommodations are quiet. The whole building needs an update of carpet, furnishings, paint, etc."

Reviewed on 2 July 2026

Ethan Allen Hotel
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is NZ$264 per night from 12 July to 13 July
NZ$264
12 July - 13 July
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"AMAZING HOTEL!! if you need a place to stay for a night or two definitely choose this one! clean, nice quality, spacious affordable room, nice bathroom, nice indoor pool a& gym and inclusive breakfast! I often go back and forth to this area so I will be back!"

Reviewed on 30 June 2026

Hyatt Place Poughkeepsie / Hudson Valley
See all 853 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.

Stay near popular Pawling attractions

Pawling Village Hall

Pawling Village Hall functions as the village's administrative centre, hosting community events and government activities. Visit on weekdays to see local governance in action or attend a public meeting.
See properties

Frequently asked questions

How much does a Pawling holiday package cost?
You'll find cheap prices from NZ$3,255 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.