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.
Hampton Inn & Suites Pittsburgh-Meadow Lands
Price was $353, price is now $267 per person
$267
per person
Feb 17 - Feb 20
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was $645, price is now $480 per person
$480
per person
Apr 2 - Apr 5
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
A 24-hour gym, valet parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A hair salon, dry cleaning, and luggage storage are also on offer.
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was $386, price is now $293 per person
$293
per person
Feb 17 - Feb 20
found 15 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 Landing Hotel at Rivers Casino
North Side
Price was $461, price is now $350 per person
$350
per person
Feb 17 - Feb 20
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
This smoke-free hotel features a casino and 5 restaurants. Traveling on business? Take advantage of the free WiFi in public areas and free valet parking. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like continental breakfast and free self parking.
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $724, price is now $550 per person
$550
per person
Apr 2 - Apr 5
found 6 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
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 24 - Jan 25
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
$66 nightly
The price is $75 total per night
$75 total
Jan 25 - Jan 26
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 25 - Jan 26
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 Airport
9600 University Blvd Coraopolis PA
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $131 total per night
$131 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
Pool
Hot Tub
Microtel Inn & Suites By Wyndham Beaver Falls
2801 Darlington Rd Beaver Falls PA
Free Cancellation
Reserve now, pay when you stay
$82 nightly
The price is $92 total per night
$92 total
Jan 18 - Jan 19
Total with taxes and fees
A golf course and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly
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
4/5(56 reviews)
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
