Pawling Holidays from £1,322
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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.
Mandarin Oriental, New York
Manhattan
Save 100% on your flight
Price was £2,985, price is now £2,174 per person
£2,174
per person
9 Aug - 13 Aug
found 1 day ago
Return direct flight included
London (LGW) to New York (JFK)
9.2/10 Wonderful! (641 reviews)
This hotel exceeded all my expectations, from the staff, to the room, and the restaurant. They were extremely dog friendly, and we felt right at home. The room was gorgeous and stacked. The food was amazing and the service was impeccable. The only downside is the gym was a bit small and crowded. It’s in a great location, and I felt very safe. Often walked alone at night with my dog.
Reviewed on 2 May 2026
One Grove
The Waterfront
Price was £1,836, price is now £1,350 per person
£1,350
per person
5 Aug - 12 Aug
found 1 day ago
Return direct flight included
London (LGW) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (13 reviews)
Liked the property. Especially the touchless check in.
Reviewed on 17 Jul 2025
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 £125 per night from 21 Jun to 22 Jun
£125
21 Jun - 22 Jun
includes taxes & fees
9.2/10 Wonderful! (198 reviews)
"Great location, just right in the middle of the little downtown area. You are just a few stops from stores, art gallery several restaurants. My favorite was the Pawling Coffee Roasters. This place really could not have been better. The beds are so soft it was hard to get up. Really nice shower with ..."
Reviewed on 21 May 2026
Studio 6 Extended Stay Fishkill Route 9 NY
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is £69 per night from 1 Jun to 2 Jun
£69
1 Jun - 2 Jun
includes taxes & fees
6.6/10 (1,001 reviews)
"Was not able to stay there due to accommodations. It’s a good thing though. The place smelt like dog urine and looked run down. Still waiting on my refund and it’s been 5 days."
Reviewed on 19 May 2026
Best Western Danbury/Bethel
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
The price is £83 per night from 7 Jun to 8 Jun
£83
7 Jun - 8 Jun
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"I think they are very poor. I am disappointed with their facilities."
Reviewed on 20 May 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.
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- Amenia Holidays
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- 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
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- Omega Institute
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- Splashdown Beach
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- Visit Verbank
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- 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.
