
Deals on vacations and trips to Chester
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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
Price was $445, price is now $298 per person
$298
per person
Nov 1 - Nov 3
found 8 hours ago
Roundtrip flight included
Boston (BOS) 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.

Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Save 100% on your flight
Price was $564, price is now $375 per person
$375
per person
Nov 1 - Nov 3
found 8 hours ago
Roundtrip 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.

Omni William Penn Hotel
Downtown Pittsburgh
Save 100% on your flight
Price was $985, price is now $664 per person
$664
per person
Oct 2 - Oct 7
found 22 hours ago
Roundtrip flight included
Tampa (TPA) to Pittsburgh (PIT)
This historic hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was $525, price is now $372 per person
$372
per person
Nov 1 - Nov 3
found 8 hours ago
Roundtrip flight included
Boston (BOS) 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 $561, price is now $412 per person
$412
per person
Nov 1 - Nov 3
found 8 hours ago
Roundtrip flight included
Boston (BOS) 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.
Top Chester hotels deals

The Piedmont Cabin - LPM
$181 nightly
The price is $200 total per night
$200 total
Aug 24 - Aug 25
Total includes taxes and fees
This cabin includes a garden and laundry facilities.
Kitchen
Washer

The Auburn Home - LPM
$235 nightly
The price is $257 total per night
$257 total
Aug 27 - Aug 28
Total includes taxes and fees
Enjoy free WiFi, a garden, and balconies. Popular attractions The Mountaineer Race Track & Gaming Resort and Broadway Wharf Park are located nearby.

La Quinta Inn by Wyndham Pittsburgh Airport
8507 University Blvd, Coraopolis, PA
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $91 total per night
$91 total
Aug 31 - Sep 1
Total includes 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.

Wyndham Garden Pittsburgh Airport
1 Industry Lane, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $86 total per night
$86 total
Aug 24 - Aug 25
Total includes 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

Hyatt Regency Pittsburgh International Airport
710 Aviation Avenue, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $204 total per night
$204 total
Aug 23 - Aug 24
Total includes 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.

Sleep Inn & Suites Pittsburgh
1000 Park Lane Drive Sleep Inn Bldg B, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $91 total per night
$91 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and laundry facilities and free newspapers are also offered.
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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