Chester County Trips

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Top destinations in Chester County

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 P6,280 per night from Aug 3 to Aug 4
P6,280
P7,308 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (4,013 reviews)
Center City Club House
"One of my favorite places to stay in Philadelphia. The rooms are a little small but very nice, clean and comfortable. Very conveniently located to everything. Great views of the city and I love the lounge and free coffee bar."

Reviewed on Jul 18, 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 P6,348 per night from Jul 27 to Jul 28
P6,348
P8,717 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very Good! (1,805 reviews)
"Check in was a breeze. Was NOT offered any amenity or food and beverage credit as advertised. Morning front desk was pretty dismissive. But nice clean hotel with excellent bell staff and housekeeping. Convenient location."

Reviewed on Jul 18, 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 P8,021 per night from Jul 27 to Jul 28
P8,021
P9,335 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (1,223 reviews)
Great Stay
"Hotel itself was a great rate and in a great area with quite a few activities and things to see near the hotel. Should have read the fine print as the parking caught me off guard and nearly just as much as 1 night for the room. Overall had a great stay with great views."

Reviewed on Jul 18, 2025

Hilton Philadelphia at Penn's Landing
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 . 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.