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.

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

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 £66 per night from 8 Mar to 9 Mar
£66
8 Mar - 9 Mar
includes taxes & fees
8.6/10 Excellent! (362 reviews)
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 Chester IL
Baymont by Wyndham Festus

Baymont by Wyndham Festus

3 out of 5
1200 W. Gannon Drive Festus MO
Fully refundableReserve now, pay when you stay
The price is £69 per night from 4 Mar to 5 Mar
£69
4 Mar - 5 Mar
additional charges may apply
6.8/10 (940 reviews)
Under construction. Ice machine didn't work. Room was clean. Easy in and out.

Reviewed on 25 Feb 2026

Baymont by Wyndham Festus
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

2 out of 5
7555 State Hwy Y French Village MO
The price is £87 per night from 3 Mar to 4 Mar
£87
3 Mar - 4 Mar
includes taxes & fees
9.8/10 Exceptional! (55 reviews)
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

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
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.