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$113 per night from 19 Apr to 20 Apr
AU$113
19 Apr - 20 Apr
includes taxes & fees
8.6/10 Excellent! (376 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 AU$168 per night from 26 Apr to 27 Apr
AU$168
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (950 reviews)
The room was just okay. Breakfast was decent if you want a waffle or snacks (only had water and coffee for drinks). They allowed some sketchy people to hang outside in the parking lot. I don’t even think they were guests, so we worried about leaving anything in the car.

Reviewed on 6 Apr 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 AU$168 per night from 16 Apr to 17 Apr
AU$168
16 Apr - 17 Apr
includes taxes & fees
9.2/10 Wonderful! (576 reviews)
It was fine but the pancake batter was out.

Reviewed on 3 Apr 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.