Chesterfield Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Chesterfield
Super 8 by Wyndham Staunton
1527 Herman Rd Staunton IL
Fully refundableReserve now, pay when you stay
The price is S$121 per night from 30 Jun to 1 Jul
S$121
30 Jun - 1 Jul
includes taxes & fees
8.6/10 Excellent! (798 reviews)
"We were looking for a cheap, pet friendly hotel, and that’s what we got. Exactly what we paid for. We checked in and were directed to the back stairs to access our room. Stairs were filthy. Once we got in our room, there was a very strong musty smell that didn’t go away even after we made the room ..."
Reviewed on 26 Jun, 2026
Hampton Inn by Hilton Litchfield
11 Thunderbird Circle Litchfield IL
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 23 Jul to 24 Jul
S$153
23 Jul - 24 Jul
includes taxes & fees
9/10 Wonderful! (668 reviews)
"Very nice, quite and save place to stay. The room was clean and spacious very comfortable. And they have parking for large vehicles."
Reviewed on 21 Jun, 2026
Super 8 by Wyndham Jerseyville
1303 State Highway 109 Jerseyville IL
Fully refundableReserve now, pay when you stay
The price is S$118 per night from 5 Jul to 6 Jul
S$118
5 Jul - 6 Jul
includes taxes & fees
8/10 Very good! (350 reviews)
"We had to stay at this Super 8 because there were no other hotels near a wedding we were attending in Carrolton. Pros to the property: the staff was some of the nicest staff that I've ever encountered in all my travels. There is breakfast in the morning with enough assortment. The carpets look to ..."
Reviewed on 15 Jun, 2026
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
