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

Baymont by Wyndham Chester IL

2.5 out of 5
2150 State Street Chester IL
Fully refundableReserve now, pay when you stay
The price is £62 per night from 5 Apr to 6 Apr
£62
5 Apr - 6 Apr
includes taxes & fees
8.4/10 Very Good! (374 reviews)
Breakfast was good. Love the Popeye Museum.

Reviewed on 27 Mar 2026

Baymont by Wyndham Chester IL
La Quinta Inn & Suites by Wyndham Festus - St. Louis South

La Quinta Inn & Suites by Wyndham Festus - St. Louis South

3 out of 5
1001 Veterans Blvd Festus MO
Fully refundableReserve now, pay when you stay
The price is £90 per night from 30 Apr to 1 May
£90
30 Apr - 1 May
includes taxes & fees
8/10 Very Good! (939 reviews)
The staff I experienced was overall phenomenal but the property condition was horrific. Everything was dirty and slapped together with little care for quality. The whole property outside was covered in trash and there’s a homeless camp in the back. People were sleeping in their car in the parking ...

Reviewed on 29 Mar 2026

La Quinta Inn & Suites by Wyndham Festus - St. Louis South
Holiday Inn Express & Suites Perryville by IHG

Holiday Inn Express & Suites Perryville by IHG

2.5 out of 5
2020 Jefferson St Perryville MO
Fully refundable
The price is £89 per night from 12 Apr to 13 Apr
£89
12 Apr - 13 Apr
includes taxes & fees
9.2/10 Wonderful! (572 reviews)
Breakfast was good nice beds very nice stay

Reviewed on 30 Mar 2026

Holiday Inn Express & Suites Perryville by IHG
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.

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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.