Chester Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Bill Dillard
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    Better together
    Save up to £335 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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    Plan, book, and manage your trip all in one place

Your Chester Holiday

Our holiday packages to Chester give you endless opportunities to delve into new sights, sounds and experiences. And with all the finer details worked out, you can breathe easy and enjoy your city escape to the fullest. You'll want to do some exploring during your trip to Chester. Carve out some time for famous attractions like Mountaineer Casino, The Mountaineer Race Track & Gaming Resort and Tomlinson Run State Park. A few clicks is all it takes to create the perfect Chester holiday on Expedia.

Chester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pittsburgh Intl. Airport (PIT)
Population
2,500
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Mountaineer Casino and The Mountaineer Race Track & Gaming Resort

Our pick of the best Chester Hotel Deals

La Quinta Inn by Wyndham Pittsburgh Airport
La Quinta Inn by Wyndham Pittsburgh Airport
3 out of 5
8507 University Blvd, Coraopolis, PA
Stay at this 3-star family-friendly hotel in Coraopolis. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,949 reviews)
"It is great for the price."

Reviewed on 17 Jun 2025

La Quinta Inn by Wyndham Pittsburgh Airport
Wyndham Garden Pittsburgh Airport
Wyndham Garden Pittsburgh Airport
3 out of 5
1 Industry Lane, Pittsburgh, PA
Stay at this 3-star hotel in Pittsburgh. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their ...
6.6/10 (1,002 reviews)
"Quiet, clean and tucked away. This place is a perfect spot for out of town folks and a quick visit. Easy to find, super close to the highway and good eats. Complimentary coffee in the morning and comfy beds."

Reviewed on 16 Jun 2025

Wyndham Garden Pittsburgh Airport
Hyatt Regency Pittsburgh International Airport
Hyatt Regency Pittsburgh International Airport
3.5 out of 5
1111 Airport Blvd, Pittsburgh, PA
Stay at this 3.5-star eco-certified hotel in Pittsburgh. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the restaurant and the bar ...
9/10 Wonderful! (1,474 reviews)
"Great staff in restaurant"

Reviewed on 17 Jun 2025

Hyatt Regency Pittsburgh International Airport
See all 133 properties in Chester
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 travel package cost?
Our Chester travel packages, which begin at just , are the perfect way to save big. Choose your preferred hotels, flights and rental car to create a personalized trip.
If I'm not able to travel, can I cancel my Chester travel package?
Your situation can change suddenly, so yes, you can. You may be able to amend or cancel your Chester travel package at no cost within 24 hours of booking. For older bookings, you can still cancel and rebook, but your airline, hotel or car rental company may impose a fee. Want more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Chester?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars --- we've got them all covered. Pick a combination that best fits you and see your savings pile up. We know a package deal is never a one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties worldwide, which lets you customize your Chester adventure.
Does Expedia offer Book Now, Pay Later Chester holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: Klarna offers convenient monthly payment plans that fit all budgets, so you can escape on that well-deserved holiday sooner.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you see an incredible deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Chester?
There's so much to see in Chester, so spend your evenings close to its best sights and maximize your time sightseeing. The Mountaineer Race Track & Gaming Resort is one place that should be on your itinerary.
What are the top hotels in Chester?
Mountaineer Casino, Racetrack & Resort and Holiday Inn Exp Chester WV, an IHG Hotel are among the most sought-after properties in Chester. Why not check out the facilities and rates at each and then decide?
How far in advance should I book my Chester holiday?
To score rock-bottom prices, book early. Airlines usually advertise flights, along with some of the lowest fares, around a year in advance. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you're in need of a last-minute getaway in Chester, there are always lots of great deals to be had on Expedia. Book something in today!
What does an Expedia Chester travel package include?
It comes down to what you want. If you're travelling by yourself, you might decide to bundle flights and hotels. Bringing the entire family to Chester? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the flexibility and freedom to tailor-make your travel package.
What should I know before booking a Chester travel package?
Locking in all the parts of your escape together is a smart way to save. Bundle your flights, car rentals and hotels into a neat little package. But you're not restricted to hotels. Expedia features all types of properties, including holiday rentals such as oceanfront condos and city residences. You've got choices galore!
Can I choose my airline with a Chester Expedia travel package?
Yes --- and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the flexibility to pick from available flights, hotels and activities that suit you.

* 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.