Deals on vacations and trips to Chester
Save when you book Chester package deals
Chester flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was $629, price is now $495 per person
$495
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. A terrace, a snack bar/deli, and luggage storage are also on offer.
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $935, price is now $747 per person
$747
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the steam room and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.
EVEN Hotel Pittsburgh Downtown by IHG
Downtown Pittsburgh
Price was $725, price is now $589 per person
$589
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the in-room fitness and conveniences like a 24-hour front desk and concierge services.
Hilton Garden Inn Pittsburgh University Place
Central Oakland
Price was $662, price is now $538 per person
$538
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A snack bar/deli, express check-out, and dry cleaning are also on offer.
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Price was $644, price is now $527 per person
$527
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
The hotel's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and a coffee shop are also provided.
Top Chester hotels deals
The Piedmont Cabin - LPM
Chester WV
This vacation home includes a garden and laundry facilities.
Kitchen
Washer
Hyatt Regency Pittsburgh International Airport
710 Aviation Avenue Pittsburgh PA
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $193 total per night
$193 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and express check-in are also offered.
Pet friendly
Free WiFi
La Quinta Inn by Wyndham Pittsburgh Airport
8507 University Blvd Coraopolis PA
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $78 total per night
$78 total
Dec 29 - Dec 30
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Free airport shuttle
DoubleTree by Hilton Pittsburgh Airport
8402 University Blvd Coraopolis PA
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $130 total per night
$130 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like free self parking.
Pool
Free airport shuttle
Hilton Garden Inn Pittsburgh Area Beaver Valley, PA
2000 Wagner Rd Extension South Monaca PA
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $118 total per night
$118 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a grocery/convenience store, and luggage storage are also offered.
Pet friendly
Parking included
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.
Popular places to visit
Mountaineer Casino Resort
Why not try your luck with a visit to Mountaineer Casino Resort during your time in Chester? Take some time to visit the casinos in this family-friendly area.
Tomlinson Run Lake
Commune with nature and explore the great outdoors at Tomlinson Run Lake during your travels in Chester. Amble around the area's riverfront or visit its casinos.
Pleasant Hills Golf Course
Enjoy a round of golf in Chester at Pleasant Hills Golf Course. Amble around the area's riverfront or visit its casinos.
Frequently asked questions
Photos of local treasures
Browse Chester vacation photos for more inspiration
