Winchester, IL

Name: Jacksonville Inn & Suites
Price range: $80 total
Rating: 8.2

Travel Guide

Visit Winchester

Sleep Inn & Suites South Jacksonville

2401 Holliday Ln Jacksonville IL

$101 nightly

$112 total

Oct 8 - Oct 9

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 ...

Best Western Jacksonville Inn

1709 W Morton Ave Jacksonville IL

$75 nightly

$85 total

Sep 20 - Sep 21

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 ...

Jacksonville Inn & Suites

1914 Southbrooke Rd Jacksonville IL

$72 nightly

$80 total

Sep 27 - Sep 28

Total with taxes and fees

Stay at this hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Prairie Land Heritage Museum and Jacksonville Community ...

8.2/10 Very Good! (53 reviews)

"Yay! Yay! Yay! Yay! Yay! Yahoo!"

Reviewed on Sep 18, 2026

See all 73 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.

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! (64 reviews)

"Enjoyable stay, perfect for entertaining even in inclement weather. Hosts were friendly and welcoming, everything we could have needed was on site."

Reviewed on Aug 7, 2026

3-bedroom country home in Pike Co Il with AC and heat

Chambersburg IL

Enjoy free WiFi, laundry facilities, and in-room fireplaces.

9.6/10 Exceptional! (4 reviews)

"Property had all the amenities needed for a comfortable stay. Very private, quiet setting perfect for a relaxed stay."

Reviewed on Sep 11, 2026

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

Griggsville IL

Book a stay at this family-friendly vacation home in Pittsfield. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Old Orchard Country ...

10/10 Exceptional! (84 reviews)

"This is an expensive property and home, very well maintained, easily able to accommodate a large family group. The large inground pool with slide and a diving platform was fantastic. The young children in our group spent the majority of their time in the pool! The adults enjoyed the pool just as ..."

Reviewed on Aug 13, 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.