Chester County Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Chester County

FlightsFlightsHotelsHotels

Kennett Square

Kennett Square

Top hotels in Chester County

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is S$163 per night from 10 Aug to 11 Aug
S$163
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (4,021 reviews)
"Rooms were clean but small. Rooms doors close together. Was very quiet."

Reviewed on 19 Jul, 2025

Club Quarters Hotel Rittenhouse Square, Philadelphia
Sonesta Philadelphia Rittenhouse Square

Sonesta Philadelphia Rittenhouse Square

4 out of 5
1800 Market St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is S$195 per night from 10 Aug to 11 Aug
S$195
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,816 reviews)
Valet
"The valet service was not efficient. At arrival and when we checked out. The card system does not work. There should just be a face to face transaction with the ticket so you get your car in order of physically being present at the car garage."

Reviewed on 20 Jul, 2025

Sonesta Philadelphia Rittenhouse Square
Hilton Philadelphia at Penn's Landing

Hilton Philadelphia at Penn's Landing

4 out of 5
201 S. Christopher Columbus Blvd, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is S$226 per night from 17 Aug to 18 Aug
S$226
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (1,248 reviews)
"I loved the location and the beauty of this property. Very clean and staff was very helpful."

Reviewed on 21 Jul, 2025

Hilton Philadelphia at Penn's Landing
See all 4,350 properties in Chester County
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 holiday package cost?
Get set to book, because a trip to Chester County starts from an affordable . 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 holiday 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 holiday?
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 holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our holiday 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 holiday 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 holiday 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.