Pawling Holidays from £1,156
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Your Pawling Holiday
Our holiday packages to Pawling give you countless opportunities to immerse yourself in new sights, sounds and flavours. And with all the travel planning taken care of, you can chill out and enjoy your city getaway in the way that you deserve. Love to explore your surroundings? Thunder Ridge Ski Resort, Whaley Lake and Lake Dutchess are just three of the top-rated places to visit during your trip to Pawling. Whoever you're taking time off with and whatever your bank balance, your dream Pawling holiday is just a few clicks away with Expedia.
Top Pawling Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
CODA Williamsburg
Price was £1,900, price is now £1,156 per person
£1,156
per person
13 Jul - 17 Jul
found 6 hours ago
Return flight included
London (LON) to New York (JFK)
8.4/10 Very Good! (478 reviews)
Location location location, I am not a local , I visit new yor k all th time I live in Connecticut. A nice staycation place , close to all nice restaurants, shops and night life too. Local foods a, spirits and vintage stores near by. Great boutique hotel
Reviewed on 10 Apr 2026
1 Hotel Central Park
Manhattan
Save 100% on your flight
Price was £4,277, price is now £2,662 per person
£2,662
per person
29 Jun - 6 Jul
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,006 reviews)
So clean and neat overall.
Reviewed on 22 Apr 2026
1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was £3,852, price is now £2,398 per person
£2,398
per person
25 May - 30 May
found 1 day ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Don’t ever think you will check in prior to the late 4pm check in. No matter what. Not even 5 minutes.
Reviewed on 17 Apr 2026
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was £2,382, price is now £1,504 per person
£1,504
per person
29 Jun - 6 Jul
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,950 reviews)
I only have two negatives about my stay, and that is, the room smelled rancid. As if it was moldy. Additionally, the bed was very uncomfortable. For the price, I would opt out of staying there again.
Reviewed on 22 Apr 2026
WestHouse New York
Manhattan
Save 100% on your flight
Price was £1,872, price is now £1,193 per person
£1,193
per person
8 Jul - 15 Jul
found 9 hours ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,009 reviews)
The hotel is just a 3-minute walk from Carnegie Hall, which is extremely convenient. The happy hour provided by the hotel was substantial enough to count as dinner and was filling, and the breakfast offered a wide variety of options and was very satisfying. The staff handling luggage storage were especially friendly. Before we got our room, we went in and out several times, and they patiently helped us retrieve our belongings each time.
Reviewed on 20 Apr 2026
Pawling Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 2,300 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Stormville Airport Antique Show & Flea Market, John Kane House and Whaley Lake |
Top hotels in Pawling
Station Inn Pawling
7 Memorial Avenue Pawling NY
The price is £112 per night from 26 Apr to 27 Apr
£112
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (192 reviews)
I enjoyed my stay. The room was clean and the furnishings were high quality. The room was small but it was perfect for my needs. The parking was not conventional but it worked. The town is cute. I enjoyed breakfast at a local place. I’d stay there again.
Reviewed on 16 Apr 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is £98 per night from 28 Apr to 29 Apr
£98
28 Apr - 29 Apr
includes taxes & fees
Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is £89 per night from 3 May to 4 May
£89
3 May - 4 May
includes taxes & fees
8/10 Very Good! (74 reviews)
The staff, especially Rosseanne, was the best. She was very friendly, attentive, and made sure that if we needed anything, we knew where to get it or who to get it from. Great property!
Reviewed on 21 Apr 2026
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.
Explore a world of travel with Expedia
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- Flights to Fishkill
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- Amenia Holidays
- Beacon Holidays
- Brewster Holidays
- Chadwick Lake Park
- Cornwall Holidays
- Culinary Institute of America
- David Crawford House
- Visit Dover Plains
- East Fishkill Community Library
- Foundry Dock Park
- Franklin D. Roosevelt Presidential Library and Museum
- Home of Franklin D. Roosevelt National Historic Site
- Visit Hopewell Junction
- Hyde Park Historical Society Museum
- Hyde Park Railroad Station
- Hyde Park Station
- Hyde Park Holidays
- Visit Lagrangeville
- Marist College
- Marlboro Holidays
- Visit Millbrook
- Motorcyclepedia Museum
- Mount Kisco Holidays
- New Windsor Holidays
- New York Military Academy
- New York Holidays
- Newburgh Holidays
- Visit North Salem
- Omega Institute
- Patterson Holidays
- Poughkeepsie Holidays
- Splashdown Beach
- Stormville Airport Antique Show & Flea Market
- Vanderbilt Mansion National Historic Site
- Visit Verbank
- Wappingers Falls Holidays
- Visit Wappingers Falls
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
