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.
Hollywood Casino & Hotel St. Louis
Save 100% on your flight
per person
Jul 31 - Aug 3
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to St. Louis (STL)
A casino, 7 restaurants, and a 24-hour gym are all featured at this hotel. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
The Wildwood Hotel
Save 100% on your flight
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
The Cheshire
Save 100% on your flight
per person
Jul 31 - Aug 3
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to St. Louis (STL)
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 seasonal outdoor pool and free English breakfast each morning.
Moonrise Hotel
Delmar Loop
Save 100% on your flight
per person
Jul 31 - Aug 3
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to St. Louis (STL)
The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy a meal from the a restaurant and perks like free self parking.
Ameristar Casino Resort and Spa
Save 100% on your flight
per person
Jul 31 - Aug 3
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to St. Louis (STL)
This luxury hotel features a casino, a full-service spa, and 6 restaurants. Enjoy the 2 hot tubs and 24-hour gym, and unwind with a drink at the poolside bar.
Top Chester hotels deals
Baymont by Wyndham Chester IL
2150 State Street, Chester, IL
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $90 total per night
$90 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Holiday Inn Express & Suites Perryville by IHG
2020 Jefferson St, Perryville, MO
Free Cancellation
$95 nightly
The price is $109 total per night
$109 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
La Quinta Inn & Suites by Wyndham Festus - St. Louis South
1001 Veterans Blvd, Festus, MO
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $125 total per night
$125 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a convenience store are also provided.
Breakfast included
Pet friendly
Super 8 by Wyndham Perryville
1119 Vincent Dr, Perryville, MO
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $83 total per night
$83 total
Jun 26 - Jun 27
Total includes taxes and fees
This motel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included
Holiday Inn Express Hotel & Suites Sparta by IHG
1301 N Market St, Sparta, IL
Free Cancellation
$99 nightly
The price is $110 total per night
$110 total
Jun 15 - Jun 16
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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
Fort Kaskaskia
5/5(2 reviews)
Learn about the local history of Ellis Grove when you spend time at Fort Kaskaskia.
Popeye Museum
4.5/5(3 reviews)
You can browse the exhibits at Popeye Museum, a museum with a story of its own, during your travels to Chester. Discover the area's museums and shops.
Elzie C. Segar Memorial Park
4/5(3 reviews)
Explore the great outdoors at Elzie C. Segar Memorial Park, a lovely green space in Chester. Discover the area's museums and shops.
Photos of local treasures
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