Chester Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Chester

La Quinta Inn by Wyndham Pittsburgh Airport
La Quinta Inn by Wyndham Pittsburgh Airport
2.5 out of 5
8507 University Blvd, Coraopolis, PA
Fully refundableReserve now, pay when you stay
The price is S$123 per night from 26 Nov to 27 Nov
S$123
includes taxes & fees
26 Nov - 27 Nov
7.8/10 Good! (1,752 reviews)
"Bathroom/tub/shower was a little tight but everything else was fine."

Reviewed on 21 Nov,2024

La Quinta Inn by Wyndham Pittsburgh Airport
Wyndham Garden Pittsburgh Airport
Wyndham Garden Pittsburgh Airport
3 out of 5
1 Industry Lane, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is S$115 per night from 29 Nov to 30 Nov
S$115
includes taxes & fees
29 Nov - 30 Nov
6.6/10 (1,006 reviews)
"Would recommend"

Reviewed on 18 Nov,2024

Wyndham Garden Pittsburgh Airport
Hyatt Regency Pittsburgh International Airport
Hyatt Regency Pittsburgh International Airport
3.5 out of 5
1111 Airport Blvd, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is S$275 per night from 30 Nov to 1 Dec
S$275
includes taxes & fees
30 Nov - 1 Dec
8.8/10 Excellent! (1,359 reviews)
"Stayed the night and was able to walk to the airport for my flight. Lovely, comfortable room and friendly staff."

Reviewed on 19 Nov,2024

Hyatt Regency Pittsburgh International Airport
See all 126 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.

Frequently asked questions

How much does a Chester holiday package cost?
Custom build your Chester holiday package from just . Pick from any combination of flights, hotels and rental cars to build the getaway you’ve been dreaming about for ages. Be sure to add on some tours and experiences!
How do I get a cheap travel package to Chester?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we’ve got them all. Pick the combination that best suits you and watch your savings grow. Of course, a travel package is never one-size-fits-all. That’s why we offer over 550 air carriers and 1,000,000 hotel options from all over the world, which lets you customize your Chester adventure.
Where should I stay in Chester?
An escape to Chester isn’t complete without seeing The Mountaineer Race Track & Gaming Resort. Why not choose a hotel within walking distance of this interesting tourist attraction?
How far in advance should I book my Chester holiday?
It can be tricky to know exactly when is the perfect time to book your Chester trip. But generally the earlier you book, the lower the prices. Sometimes, you can secure your flights and hotels up to a year prior to departure. If you’re eager to escape on a last-minute getaway, no need to stress! There are plenty of fantastic deals posted on Expedia every day.
What does an Expedia Chester travel package include?
Select from a combination of flights, hotels and rental cars. Once you’ve made your booking, you can add activities and experiences. Want to pick your fare class? That’s also easy to do. The choice is yours when it comes to putting together your perfect Chester getaway.
What should I know before booking a Chester travel package?
An Expedia travel package can be customized for your budget and is an easy way to stretch your hard-earned dollars. How much you include is your call. Rental cars, hotels and flights — come up with a combination that works with your plans.
Can I choose my airline with a Chester Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you’d prefer to fly to Chester in economy or business class, simply pick from the available airline options. Expedia has access to over 550 airline partners globally.
If I'm not able to travel, can I cancel my Chester holiday package?
Whether it’s your hotel, flight or rental car, you can cancel or amend it. Locked in your Chester holiday package in the last 24 hours? You may be able to make changes at no cost. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For further information, look up our Customer Service Portal. We’ll help you each step of the way.

* 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.