Chester County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Jeff White

  • Plan, book, travel with confidence

  • Better together

    Save up to £335 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected

Top destinations in Chester County

Exton which includes street scenes and a small town or village
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Exton

Exton

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.
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Chester County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Philadelphia Intl. Airport (PHL)

Top hotels in Chester County

The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is £89 per night from 23 Feb to 24 Feb
£89
23 Feb - 24 Feb
includes taxes & fees
8.6/10 Excellent! (2,589 reviews)
Clean and spacious

Reviewed on 18 Feb 2026

The Windsor Suites
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is £108 per night from 1 Mar to 2 Mar
£108
1 Mar - 2 Mar
includes taxes & fees
7.4/10 Good! (4,367 reviews)
Beautiful!

Reviewed on 19 Feb 2026

Doubletree by Hilton Philadelphia Airport
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 £74 per night from 22 Feb to 23 Feb
£74
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (4,368 reviews)
Clean and quiet in middle of busy city.

Reviewed on 20 Feb 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
See all 4,619 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Chester County travel package cost?
From just . Yes, you read that right. Our Chester County travel packages are a simple way to stretch your budget. Bundle your hotels, flights and rental car and get out and explore this wonderful destination.
If I'm not able to travel, can I cancel my Chester County travel package?
We totally get that life can throw you the odd curveball. If you've booked a Chester County travel package and need to amend or cancel it, we're here to help. We suggest having a look at our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to cancel and rebook for free. If it's been more than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Chester County?
You'll save piles of cash if you bundle your car rentals, flights and hotels into a Chester County travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 hotels throughout the world, which means you'll always have plenty of options to choose from. Like to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Chester County holidays?
Good news! We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply click on the payment plan that suits best during checkout and take away the stress of budgeting for your trip. Don't forget to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's convenient monthly instalment plans. If paying just a small amount each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip in multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.

How far in advance should I book my Chester County holiday?
Travellers are generally able to compare international flights on Expedia within 12 months of the departure date. Booking at the last minute? With a stroke of luck, it's still possible to score an affordable ticket just weeks before your flight.
What does an Expedia Chester County travel package include?
Hotels, flights and a cool set of wheels for all your fun road trip adventures. Simply select your preferred bundle and get access to great discounts. Once you've made your booking, add on a few tours and activities and watch your savings stack up. When it comes to organising your Chester County break, the choice is all yours!
What should I know before booking a Chester County travel package?
Booking all the parts of your getaway together is a smart way to save. Combine car rentals, airfares and hotels into a tidy little package. But you're not limited to hotels. Expedia features all kinds of properties, including holiday rentals such as beachfront villas and short-term homes. Your choices are almost endless!
Can I choose my airline with a Chester County Expedia travel package?
Yes, definitely. Expedia has over 550 airline partners to choose from globally. With such a huge range of choice, finding the perfect carrier to whisk you off to Chester County will be a breeze.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.