
Pawling Vacation Packages
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Your Pawling Vacation
Our vacation packages to Pawling give you countless opportunities to immerse yourself in new sights, sounds and flavors. 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 vacation is just a few clicks away with Expedia.
Top Pawling Vacation Deals


Sound View Greenport
Reviewed on Jul. 10, 2025

The Harbor Front Inn
Reviewed on Jul. 11, 2025

1 Hotel Brooklyn Bridge
Reviewed on Jul. 12, 2025

Night Hotel Broadway
Reviewed on Jul. 14, 2025
Pawling Hotel Deals

Reviewed on Jul. 4, 2025

Reviewed on Jul. 13, 2025

Reviewed on Jul. 9, 2025
Discover the most popular places to visit in Pawling
John Kane House
Find out about the history of Pawling with a stop at John Kane House. While in this trendy area, you can savor the top-notch restaurants.
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