Name: Sleep Inn & Suites South Jacksonville
Price range: $98 total
Rating: 9.4

Best Western Jacksonville Inn

1709 W Morton Ave Jacksonville IL

$75 nightly

$85 total

May 31 - Jun 1

Total with taxes and fees

Stay at this hotel in Jacksonville. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...

8.4/10 Very Good! (794 reviews)

"The man at the front desk was nice, this was the first time I have ever seen him, but he was friendly. My husband and I work night shift so our sleep schedule is kinda messed up so we were up most of the night and it was quiet even though it was packed no one was loud. Breakfast could have been a ..."

Reviewed on May 23, 2026

Sleep Inn & Suites South Jacksonville

2401 Holliday Ln Jacksonville IL

$88 nightly

$98 total

Jun 28 - Jun 29

Total with taxes and fees

Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

9.4/10 Exceptional! (684 reviews)

"Jenn front desk was great at check in although coffee was not on until 6pm, we were informed it would be 5:30am, no biggy though. Would stay again."

Reviewed on May 27, 2026

Super 8 by Wyndham Jacksonville

1003 W Morton Ave Jacksonville IL

$58 nightly

$66 total

Jun 7 - Jun 8

Total with taxes and fees

Book a stay at this business-friendly motel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

8.2/10 Very Good! (639 reviews)

"Excellent value. Place old but clean"

Reviewed on May 27, 2026

See all 72 properties in Winchester

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.

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

Jacksonville IL

Stay at this cabin in Jacksonville. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Prairie Land Heritage Museum and Lake ...

10/10 Exceptional! (13 reviews)

"I’ve stayed in many cabins and this one was by far the cleanest. No bugs or unswept corners. No discomfort in a grimy shower. Nothing! Just super clean and nice. It had everything I needed and a bonus delicious cake! It was incredibly charming and I will definitely visit again."

Reviewed on May 17, 2026

Peace on the Prairie — Quiet Nature Retreat on 24 Acres

Murrayville IL

Stay at this apartment in Murrayville. Enjoy free WiFi, a garden, and laundry facilities. Popular attraction Lake Jacksonville is located nearby.

10/10 Exceptional! (30 reviews)

"Exactly as described, wonderful experience."

Reviewed on Apr 2, 2026

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

Bluffs IL

Stay at this vacation home in Bluffs. Enjoy laundry facilities, patios, and an in-room coffeemaker.

10/10 Exceptional! (60 reviews)

"A wonderful property in the country. Well stocked house and great for several people. Beautiful surroundings and we even got some up close and personal time with the llamas. If you ever find yourself in Bluffs, this is the place to stay."

Reviewed on May 23, 2026

See all properties in Winchester

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.

Winchester, IL

Travel Guide

Visit Winchester

Best Western Jacksonville Inn

Sleep Inn & Suites South Jacksonville

Super 8 by Wyndham Jacksonville

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

Peace on the Prairie — Quiet Nature Retreat on 24 Acres

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

Check Winchester hotel availability

Cities near Winchester

Pittsfield

Explore a world of travel with Expedia