Chester Holidays

Book a Hotel + Flight or Car together to unlock savings

Your Chester Holiday

Our holiday packages to Chester provide endless opportunities to immerse yourself in new sights, sounds and experiences. And with all your travel plans taken care of, you'll be free to enjoy your city escape to the fullest. You'll want to take in some sights during your trip to Chester. Carve out some time for major attractions such as Popeye Museum, Chester Skating Rink and Marys River Covered Bridge. Check out Expedia's wide range of travel options and start organising your ultimate holiday to Chester now.

Chester Holiday

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 Marys River Covered Bridge

Our pick of the best Chester Hotel Deals

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 AU$129 per night from 26 Oct to 27 Oct
AU$129
26 Oct - 27 Oct
includes taxes & fees
8.4/10 Very Good! (334 reviews)
"Great staff, clean rooms"

Reviewed on 8 Sept 2025

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 AU$174 per night from 2 Nov to 3 Nov
AU$174
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (859 reviews)
"Great stay! Friendly staff"

Reviewed on 26 Sept 2025

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 AU$165 per night from 26 Oct to 27 Oct
AU$165
26 Oct - 27 Oct
includes taxes & fees
9.2/10 Wonderful! (511 reviews)
"The property was well maintained. Checkin was fast and efficient. Room was clean and comfortable and pillows were great. Breakfast was good."

Reviewed on 27 Sept 2025

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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.