
Chester County Vacation Packages
Book a Stay + Flight or Car to save on your trip
Chester County Vacation Package Deals
One-stop vacation shopping with Orbitz will give you direct access to Chester County packages from $343, 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 Chester 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 Chester County vacation package deals

Chateau Resort & Conference Center
Dec 11 - Dec 15
Boston (BOS) to Allentown (ABE)
Reviewed on Oct 19, 2025

Shawnee Village Resort
Dec 11 - Dec 15
Boston (BOS) to Allentown (ABE)
Reviewed on Apr 23, 2024

Mountain Springs Lake Resort
Dec 26 - Dec 28
Boston (BOS) to Allentown (ABE)
Allentown (ABE) to Boston (BOS)
Reviewed on Aug 1, 2021


The Shawnee Inn and Golf Resort
Dec 11 - Dec 15
Boston (BOS) to Allentown (ABE)
Reviewed on Jun 12, 2025
Top rated hotels for your Chester County vacation package

Club Quarters Hotel Rittenhouse Square, Philadelphia

Doubletree by Hilton Philadelphia Airport

Hampton Inn Philadelphia Center City-Convention Center
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