Chester Holidays

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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$123 per night from 24 Nov to 25 Nov
AU$123
24 Nov - 25 Nov
includes taxes & fees
8.4/10 Very Good! (345 reviews)
Bed was ok. Staff was nice

Reviewed on 9 Nov 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$172 per night from 30 Nov to 1 Dec
AU$172
30 Nov - 1 Dec
includes taxes & fees
7.8/10 Good! (879 reviews)
Staff was very nice ans helpful. Our room was clean and pleasant.

Reviewed on 16 Nov 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$167 per night from 23 Nov to 24 Nov
AU$167
23 Nov - 24 Nov
includes taxes & fees
9.2/10 Wonderful! (529 reviews)
Yes our room was great very clean we had everything we needed. The staff was nice check in was fast and easy.

Reviewed on 13 Nov 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.

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