
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.

Hotel Indigo Pittsburgh East Liberty by IHG
East Liberty
Save 100% on your flight
Price was $415, price is now $274 per person
$274
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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, free WiFi in public areas, and valet parking. A lobby fireplace, a computer station, and luggage storage are also on offer.

Stay Pittsburgh
Downtown Pittsburgh
Save 100% on your flight
Price was $535, price is now $347 per person
$347
per person
Nov 15 - Nov 17
just found
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Free WiFi in public areas, express check-in, and express check-out are available at this aparthotel. Luggage storage, laundry facilities, and a virtual front desk are also on offer.

Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Save 100% on your flight
Price was $623, price is now $417 per person
$417
per person
Nov 15 - Nov 17
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Save 100% on your flight
Price was $559, price is now $376 per person
$376
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.

Slopeside Hotel by Seven Springs Resort
Save 100% on your flight
Price was $733, price is now $500 per person
$500
per person
Nov 17 - Nov 23
found 14 hours ago
Roundtrip flight included
Orlando (ORL) to Pittsburgh (PIT)
This smoke-free aparthotel features ski-in/ski-out access, a full-service spa, and 4 restaurants. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. Enjoy a meal in one of the 4 coffee shops/cafes and free perks like valet parking and WiFi in public areas.
Top Chester hotels deals
The Piedmont Cabin - LPM
$135 nightly
The price is $150 total per night
$150 total
Oct 7 - Oct 8
Total with taxes and fees
This cabin includes a garden and laundry facilities.
Kitchen
Washer

The Auburn Home - LPM
Enjoy free WiFi, a garden, and balconies. Popular attractions The Mountaineer Race Track & Gaming Resort and Broadway Wharf Park are located nearby.
Kitchen
Free WiFi

Wyndham Garden Pittsburgh Airport
1 Industry Lane, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $89 total per night
$89 total
Oct 9 - Oct 10
Total with taxes and fees
A 24-hour gym is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A fireplace in the lobby and express check-out are also provided.
Breakfast included
Parking included

La Quinta Inn by Wyndham Pittsburgh Airport
8507 University Blvd, Coraopolis, PA
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $88 total per night
$88 total
Oct 19 - Oct 20
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

Hyatt Regency Pittsburgh International Airport
710 Aviation Avenue, Pittsburgh, PA
$199 nightly
The price is $227 total per night
$227 total
Oct 20 - Oct 21
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

Americas Best Value Inn Pittsburgh Airport
8858 University Blvd, Coraopolis, PA
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $86 total per night
$86 total
Nov 2 - Nov 3
Total with taxes and fees
This motel 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 business center and free WiFi in public areas. A picnic area, a computer station, and dry cleaning are also on offer.
Breakfast included
Free airport shuttle
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
The Mountaineer Race Track & Gaming Resort
4/5(56 reviews)
Why not try your luck with a visit to The Mountaineer Race Track & Gaming 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
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