Chester Vacation Packages

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Your Chester Vacation

Our vacation 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 vacation on Expedia.

Top Chester Vacation Deals

Price found within the past 48 hours. Click for updated prices.
TownePlace Suites by Marriott Pittsburgh Cranberry Township
Hilton Garden Inn Pittsburgh University Place
Hyatt House Pittsburgh/Bloomfield/Shadyside
2 Bedroom 2 Bath City Views
2 Bedroom 2 Bath Heart of Downtown PGH

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Chester Hotel Deals

The Piedmont Cabin 2 bed, 1.5 bath

The Piedmont Cabin 2 bed, 1.5 bath

Chester WV
10/10 Exceptional! (4 reviews)
Very nice cute little cottage. Nice and beautiful decorations. Very quiet!

Reviewed on Apr 6, 2026

The Piedmont Cabin 2 bed, 1.5 bath
The Auburn Home - LPM

The Auburn Home - LPM

Chester WV
9.6/10 Exceptional! (12 reviews)
House was clean and well maintained.

Reviewed on Apr 4, 2026

The Auburn Home - LPM
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
710 Aviation Avenue Pittsburgh PA
The price is CA $248 per night from Apr 19 to Apr 20
CA $248
CA $282 total
Apr 19 - Apr 20
includes taxes & fees
9/10 Wonderful! (1,644 reviews)
Expensive breakfast buffet at $20 so I didn't eat breakfast. Bar staff was very good.

Reviewed on Apr 13, 2026

Hyatt Regency Pittsburgh International Airport
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.