Chester Vacations from $250
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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.
The Latest Chester vacation packages
Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Pittsburgh-Downtown
Downtown Pittsburgh
Price was $503, price is now $413 per person
$413
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,366 reviews)
The property was clean and updated in a great location. The price was great compared to other properties in the area and included free parking and breakfast. The front desk staff was so friendly! We had one small issue with housekeeping and the manager more than made up for it. I’d definitely stay here again
Reviewed on Nov 3, 2026
Stay near popular Chester attractions
Chester Hotel Deals
The Auburn Home - LPM
Chester WV
9.6/10 Exceptional! (15 reviews)
"Very clean and pretty"
Reviewed on Nov 3, 2026
Secluded Wilderness & Spa On Historic 2k Acre Wild Life Area
Chester WV
10/10 Exceptional! (1 review)
"The host has a quick response and everything you need is at the cabin! Property is beautiful with tons of trails to walk and very pet friendly. Everything was clean, organized, and the welcome gift and wine was a plus! Hot tub is very clean, secluded, and peaceful. If you’re thinking about booking, ..."
Reviewed on Oct 26, 2026
La Quinta Inn by Wyndham Pittsburgh Airport
8507 University Blvd Coraopolis PA
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $91 total per night from Nov 9 to Nov 10
$91 total
Nov 9 - Nov 10
Total with taxes and fees
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.
Find the Best Chester Vacation Packages
Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
Population | 2,500 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Mountaineer Casino and The Mountaineer Race Track & Gaming Resort |
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- Bethlehem Community Park
- Newell Vacations
- West Virginia Penitentiary
- Visit New Cumberland
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- Oglebay Institute Glass Museum
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- Highlands Sports Complex
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- The Challenger Learning Center
- Mountaineer Casino
- Oglebay Park
- Grave Creek Mound
- Millsop Community Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
