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.
The Wildwood Hotel
Save 100% on your flight
Price was $1,004, price is now $614 per person
$614
per person
Sep 10 - Sep 15
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.
Camden on the Lake Resort & Spa
Price was $941, price is now $709 per person
$709
per person
Aug 19 - Aug 23
found 14 hours ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
This smoke-free resort features a full-service spa, a marina, and 2 restaurants. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 2 hot tubs and get free self parking.
The Cheshire
Price was $935, price is now $718 per person
$718
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Landing Amazing 1bd, Yoga Studio, Gym
DeBaliviere Place
Save 100% on your flight
Price was $1,488, price is now $1,169 per person
$1,169
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
This apartment features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking and a virtual front desk are also offered on site.
Landing Furnished Apartments - Central West End
Central West End
Price was $1,108, price is now $898 per person
$898
per person
Sep 22 - Sep 27
found 22 hours ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
This apartment features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, barbecue grills, and a virtual front desk are also on offer.
Top Chester hotels deals
Baymont by Wyndham Chester IL
2150 State Street Chester IL
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $92 total per night
$92 total
Jul 3 - Jul 4
Total with 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
La Quinta Inn & Suites by Wyndham Festus - St. Louis South
1001 Veterans Blvd Festus MO
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $96 total per night
$96 total
Jul 1 - Jul 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental 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
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
7555 State Hwy Y French Village MO
$133 nightly
The price is $143 total per night
$143 total
Jul 28 - Jul 29
Total with taxes and fees
This cabin includes express check-out and a virtual front desk. Take advantage of the free self parking.
Kitchen
Pet friendly
Holiday Inn Express & Suites Perryville by IHG
2020 Jefferson St Perryville MO
Free Cancellation
$106 nightly
The price is $121 total per night
$121 total
Jul 27 - Jul 28
Total with 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
Microtel Inn & Suites by Wyndham Sainte Genevieve
21958 Hwy 32 Ste Genevieve MO
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $108 total per night
$108 total
Jul 12 - Jul 13
Total with 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 business center and free internet in public areas. A safe deposit box and laundry facilities are also provided.
Breakfast included
Pet friendly
Baymont by Wyndham Festus
1200 W. Gannon Drive Festus MO
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $73 total per night
$73 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features an indoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.
Pool
Breakfast included
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.
Mary's River Covered Bridge
4.5/5(2 reviews)
Learn about the local history of Chester when you take a trip to Mary's River Covered Bridge. Amble around the area's parks or visit its shops.
Fort Kaskaskia
5/5(2 reviews)
Learn about the local history of Ellis Grove when you spend time at Fort Kaskaskia.
Frequently asked questions
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