
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
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

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

Holiday Inn Express & Suites Perryville by IHG
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
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
Lodging
- Apartments in Ava
- Holiday Homes in Ava
- Ava Hotels
- Baldwin Hotels
- Bremen Hotels
- Cheap Hotels in Carbondale
- Carbondale Hotels
- Cabin Rentals in Cobden
- Caravan Parks in Cobden
- Farmstay in Cobden
- Holiday Homes in Cobden
- Cobden Hotels
- Motels in Cobden
- Du Quoin Hotels
- Hotels near DuQuoin State Fairgrounds
- Evansville Hotels
- Cabin Rentals in Freeburg
- Freeburg Hotels
- Hurst Hotels
- Cabin Rentals in Makanda
- Cheap Hotels in Makanda
- Makanda Hotels
- Marissa Hotels
- B&B in Mascoutah
- Mascoutah Hotels
- Menard Hotels
- Millstadt Hotels
- Murphysboro Hotels
- Caravan Parks in Nashville
- Farmstay in Nashville
- Holiday Homes in Nashville
- Cheap Hotels in Nashville
- Family Hotels in Nashville
- Golf Hotels in Nashville
- Nashville Hotels
- Resort in Nashville
- Luxury Hotels in New Athens
- New Athens Hotels
- Oraville Hotels
- Caravan Parks in Percy
- Percy Hotels
- Pinckneyville Hotels
- B&B in Pomona
- Caravan Parks in Pomona
- Pomona Hotels
- Motels in Pomona
- Hotels near Pomona Winery
- B&B in Prairie du Rocher
- Luxury Hotels in Red Bud
- Red Bud Hotels
- B&B in Smithton
- Cheap Hotels in Smithton
- Luxury Hotels in Smithton
- Smithton Hotels
- Motels in Smithton
- Family Hotels in Sparta
- Luxury Hotels in Sparta
- Sparta Hotels
- Motels in Sparta
- Tamaroa Hotels
- Valmeyer Hotels
- Walsh Hotels
- B&B in Waterloo
- Cheap Hotels in Waterloo
- Hotels with Parking in Waterloo
- Luxury Hotels in Waterloo
- Waterloo Hotels
Packages
- Visit Alto Pass
- Alton Prison
- Anna Holidays
- Assumption Holidays
- Bell Tower Park
- Cobden Holidays
- Dr. Charles M. Wright Mansion
- Ferne Clyffe State Park
- Fidelity Holidays
- Visit Freeburg
- Grayville Memorial Park
- Jerseyville Holidays
- Visit Makanda
- Manners Park
- Marissa Holidays
- Nashville Holidays
- Pomona Winery
- Red Bud Holidays
- Robert Wadlow Statue
- Sims Holidays
- Splash City Family Waterpark
- Super Museum
- Superman Statue
- Vienna Holidays
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.