
Westchester County Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top places to visit in Westchester County
Westchester County Vacation Package Deals
One-stop vacation shopping with Orbitz will give you direct access to Westchester County packages from $438, but the real beauty of a package vacation is that Orbitz does all the searching for you.
Gone are the days of hunting for a flight and hotel separately, comparing hundreds of flight sales and hotel deals, with the added pressure of keeping track of all those pesky reference numbers. Check out an all-inclusive resort hotel package, where the price will also cover your food, drink, and activities, or a simple flight and hotel package, and enjoy the luxury of having all your essential information in one place.
Whether you’re planning on visiting Westchester County in peak season () or you want to avoid the crowds and go during the quieter months (), you can customize your package to your own unique travel needs.
Don’t forget to join Orbitz Rewards and start earning Orbucks to spend on bookings for over 350,000 hotels across the world. For each dollar you spend, you instantly earn 1 Orbuck, which you can redeem at your convenience. Being an Orbitz Reward member also means you get access to exclusive deals with Insider Prices as well as VIP Hotel benefits and upgrades.
When you book a package deal with Orbitz, not only are you in for a quick and easy booking process, but you also get the chance to make some great savings. And since the flight and hotel are paid for upfront and in one place, managing your budget will be a breeze.
Top Westchester County vacation package deals

Harpoon House
Oct 5 - Oct 8
Dallas (DFW) to New York (JFK)
New York (JFK) to Dallas (DFW)
Reviewed on Jul 28, 2019


Sound View Greenport
Oct 9 - Oct 12
Atlanta (ATL) to New York (JFK)
Reviewed on Oct 16, 2024

The Harbor Front Inn
Sep 26 - Sep 29
Atlanta (ATL) to New York (JFK)
New York (JFK) to Atlanta (ATL)
Reviewed on May 27, 2025
Top rated hotels for your Westchester County vacation package

Hampton Inn White Plains/Tarrytown

Royal Regency Hotel

Baymont by Wyndham White Plains - Elmsford
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