Winchester Holidays
Book a Hotel + Flight or Car together to unlock savings
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Better together
Save up to NZ$616 when you book a flight and hotel together*
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Winchester Holiday
Our pick of the best Winchester Hotel Deals
Best Western Jacksonville Inn
1709 W Morton Ave, Jacksonville, IL
Fully refundableReserve now, pay when you stay
The price is NZ$146 per night from 24 Sept to 25 Sept
NZ$146
24 Sept - 25 Sept
includes taxes & fees
8.4/10 Very Good! (714 reviews)
"The room smells a little musty, but overall it’s clean, and the staff is great."
Reviewed on 16 Sept 2025
Sleep Inn & Suites
2401 Holliday Ln, Jacksonville, IL
Fully refundableReserve now, pay when you stay
The price is NZ$168 per night from 19 Oct to 20 Oct
NZ$168
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (589 reviews)
"Sleep Inn would be my choice when returning for another overnight visit to Jacksonville."
Reviewed on 22 Sept 2025
Super 8 by Wyndham Jacksonville
1003 W Morton Ave, Jacksonville, IL
Fully refundableReserve now, pay when you stay
The price is NZ$107 per night from 19 Oct to 20 Oct
NZ$107
19 Oct - 20 Oct
includes taxes & fees
8.2/10 Very Good! (603 reviews)
"All good"
Reviewed on 18 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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
