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.
Alhonna Resort LLC
per person
Jul 28 - Aug 2
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
This resort features a private beach, a marina, and a restaurant. Enjoy the indoor pool and perks like free self parking and free WiFi. You'll appreciate the seasonal outdoor pool, bar/lounge, and laundry facilities.
The Wildwood Hotel
Save 100% on your flight
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Ballpark Heights Apartments By Barsala
Downtown St. Louis
Save 100% on your flight
per person
Jun 12 - Jun 16
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
A gym is featured at this aparthotel, along with free WiFi in public areas and barbecue grills. A virtual front desk are provided for your convenience.
River City Casino & Hotel
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
This hotel features a casino, a nightclub, and 5 restaurants. Traveling on business? Take advantage of the business center, conference center, and conference space. Enjoy the 24-hour gym and perks like free self parking.
Top Chester hotels deals
Baymont by Wyndham Chester IL
2150 State Street, Chester, IL
Free Cancellation
Reserve now, pay when you stay
The price is $102 per night
$102
includes taxes & fees
$92 per night
May 11 - May 12
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
The price is $118 per night
$118
includes taxes & fees
$103 per night
May 11 - May 12
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
The price is $129 per night
$129
includes taxes & fees
$113 per night
May 25 - May 26
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
The price is $82 per night
$82
includes taxes & fees
$71 per night
May 11 - May 12
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
The price is $110 per night
$110
includes taxes & fees
$99 per night
May 18 - May 19
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
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.
Fort Kaskaskia
5/5(2 reviews)
Learn about the local history of Ellis Grove when you spend time at Fort Kaskaskia.
Kaskaskia Bell
Find out about the history of Chester with a stop at Kaskaskia Bell. Discover the area's museums and shops.
Photos of local treasures
Browse Chester vacation photos for more inspiration