Chesterfield Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿4,531 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Chesterfield

Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

2 out of 5
1527 Herman Rd Staunton IL
Fully refundableReserve now, pay when you stay
The price is ฿2,731 per night from 5 Apr to 6 Apr
฿2,731
฿3,031 total
5 Apr - 6 Apr
includes taxes & fees
8.6/10 Excellent! (774 reviews)
Staff was super friendly. Rooms were clean. Great location. Bar across from the hotel was nice too.

Reviewed on 23 Mar 2026

Super 8 by Wyndham Staunton
Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jerseyville

2 out of 5
1303 State Highway 109 Jerseyville IL
Fully refundableReserve now, pay when you stay
The price is ฿2,964 per night from 20 Apr to 21 Apr
฿2,964
฿3,290 total
20 Apr - 21 Apr
includes taxes & fees
8/10 Very Good! (340 reviews)
Great experience, friendly staff, clean rooms

Reviewed on 22 Mar 2026

Super 8 by Wyndham Jerseyville
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

2.5 out of 5
11 Thunderbird Circle Litchfield IL
Fully refundableReserve now, pay when you stay
The price is ฿3,951 per night from 5 Apr to 6 Apr
฿3,951
฿4,345 total
5 Apr - 6 Apr
includes taxes & fees
9/10 Wonderful! (643 reviews)
The beds were extremely comfortable

Reviewed on 1 Mar 2026

Hampton Inn by Hilton Litchfield
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.