Chester County Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top vacation destinations in Chester County
West Chester
Kennett Square
Top Chester County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Chester County Hotel Deals
Club Quarters Hotel Rittenhouse Square, Philadelphia
1628 Chestnut St Philadelphia PA
Fully refundableReserve now, pay when you stay
CA $240
CA $279 total
Oct 12 - Oct 13
includes taxes & fees
9/10 Wonderful! (4,833 reviews)
"The checkin time was delayed to around 5pm that day. We asked staffs multi times but staffs just keep changing checkin time without giving any reason. Also no text updates when room is ready. The experience was terrible and wont stay next time in Philly."
Reviewed on Oct 7, 2026
The Windsor Suites
1700 Ben Franklin Pkwy Philadelphia PA
CA $169
CA $197 total
Oct 28 - Oct 29
includes taxes & fees
8.8/10 Excellent! (3,309 reviews)
"Cat at the front desk is great!"
Reviewed on Oct 7, 2026
Motto by Hilton Philadelphia Rittenhouse Square
31 S 19th St Philadelphia PA
Fully refundableReserve now, pay when you stay
CA $143
CA $166 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (2,525 reviews)
"N/A"
Reviewed on Oct 7, 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.
Frequently asked questions
How much does a Chester County vacation package cost?
Get set to book, because a trip to Chester County starts from an affordable CA $1,532. When you bundle your hotels, flights and car rentals into a package, you'll pick up great deals.
How do I get a cheap travel package to Chester County?
You'll save loads of cash if you bundle your flights, car rentals and hotels into a Chester County vacation package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer over 550 partner airlines and 1,000,000 properties across the globe, so you'll always have plenty of options to choose from. Eager to save even more? Add some interesting activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
How far in advance should I book my Chester County vacation?
Reserving your flight early with Expedia means one less thing to have to worry about. Most air carriers display prices up to 12 months in advance. This is generally the cheapest time to book. If circumstances have left you booking late, low prices to Chester County occasionally appear in the weeks leading up to departure.
What does an Expedia Chester County travel package include?
With Expedia, you can select any combination of hotels, flights and car rentals to create your perfect Chester County travel package. Once you've made your booking, you can add on fun stuff like activities and tours. Don't forget, the more you bundle, the more you stand to save!
What should I know before booking a Chester County travel package?
You can save a tidy sum by combining your flights, hotels and rental cars. Once you've created your package, you can add on things like activities or tours. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Chester County Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Chester County vacation package?
You can. We understand that things don't always go to plan, so we're here to help if you have to make changes to your Chester County vacation package. It may be possible to cancel or amend your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
Stay near popular Chester County attractions
Longwood Gardens
9.2/10 (1,103 reviews)
Explore the great outdoors at Longwood Gardens, a lovely green space in Kennett Square. Stroll along the riverfront or visit the shops in this family-friendly area.
Pennhurst Asylum Haunted House
10.0/10 (1 review)
You can spend an afternoon browsing the exhibits at Pennhurst Asylum Haunted House during your travels in Spring City. Discover the area's desert landscape and cathedral.
Exton Square Mall
7.4/10 (150 reviews)
You can find the perfect gifts to bring home at Exton Square Mall during your trip to Exton. While you're in the area, wander around picturesque gardens.
QVC Studio Park
7.4/10 (24 reviews)
Enjoy an outing to QVC Studio Park during your stay in West Chester. Discover the area's fascinating museums and shops.
Dowington Country Club
6.6/10 (4 reviews)
Enjoy a round of golf in Downingtown at Dowington Country Club. While you're in the area, wander around the forests.
Wyncote Golf Club
Enjoy a round of golf in Oxford at Wyncote Golf Club. Discover the area's waterfalls and spas.
Eagleview Town Center
7.6/10 (7 reviews)
You can browse for the perfect souvenirs at Eagleview Town Center during your trip to Exton. Check out the shops and top-notch restaurants in this family-friendly area.
What to do in Chester County
LEGOLAND® Discovery Center Philadelphia
CA $35
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
