Chester Holidays from £1,225
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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.
Top Chester Flight + Hotel Deals
The Knight Center at Washington University
Reviewed on 14 May 2026
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
Decent hotel to stay at. The breakfast was ok
Reviewed on 9 May 2026
Baymont by Wyndham Festus
Roaches!!! Toilet and phone didn't work
Reviewed on 14 May 2026
La Quinta Inn & Suites by Wyndham Festus - St. Louis South
I stayed for 2 nights, arriving really late the first night and was greeted right away by the night manager on duty. My dog and I had a great stay, the room was clean and all amenities were just fine. The breakfast was a great surprise and really enjoyed it. Would definitely stay again.
Reviewed on 15 May 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.
