
Chester Holidays
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Your Chester Holiday
With a Chester holiday package, say goodbye to endless planning and hello to an effortless adventure. Every detail of your escape has been taken care of before you depart, so you can spend more time experiencing this fantastic city. A trip to Chester is a wonderful opportunity to do a bit of sightseeing. Be sure to stop by well-known attractions like Chester Skating Rink, Popeye Museum and Marys River Covered Bridge. Expedia is here to help you escape the everyday. Tailor your holiday to Chester to suit your travel style, whatever that may look like.
Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 8,600 |
Max Temp Winter | 7ºC |
Max Temp Summer | 29ºC |
Top Sights | Randolph County State Recreation Area, Chester Skating Rink and Elzie C. Segar Memorial Park |
Top hotels in Chester

Baymont by Wyndham Chester IL
The room was spotless, very nice. Only problem i had was the microwave in the room did not work. Front desk lady was super nice, highly recommend
Reviewed on 1 Mar 2026

Baymont by Wyndham Festus
Under construction. Ice machine didn't work. Room was clean. Easy in and out.
Reviewed on 25 Feb 2026
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
Everything stood out from the staff to the view. Our time there was the most peaceful and perfect. The staff was incredibly helpful with bring extra amenities and even brought us a cast iron skillet. The staff here goes the extra mile in every aspect. One of the best places I’ve ever had the pleasure ...
Reviewed on 24 Feb 2026
Popular places to visit
Kaskaskia Bell
Find out about the history of Chester when you take a trip to Kaskaskia Bell. Discover the area's museums and shops.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.











