Winchester, IL

Travel Guide

Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
2401 Holliday Ln, Jacksonville, IL
$83 nightly
The price is $93 total per night from Nov 9 to Nov 10
$93 total
Nov 9 - Nov 10
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 ...
9.2/10 Wonderful! (603 reviews)
Very clean and comfortable, quiet,and really good breakfast.

Reviewed on Oct 20, 2025

Sleep Inn & Suites
Best Western Jacksonville Inn

Best Western Jacksonville Inn

2.5 out of 5
1709 W Morton Ave, Jacksonville, IL
$75 nightly
The price is $85 total per night from Oct 26 to Oct 27
$85 total
Oct 26 - Oct 27
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! (725 reviews)
Clean and comfortable room and nice pool

Reviewed on Oct 15, 2025

Best Western Jacksonville Inn
Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville

2 out of 5
1003 W Morton Ave, Jacksonville, IL
$58 nightly
The price is $66 total per night from Nov 16 to Nov 17
$66 total
Nov 16 - Nov 17
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! (609 reviews)
Good service

Reviewed on Oct 19, 2025

Super 8 by Wyndham Jacksonville
See all 41 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.
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

Jacksonville
Stay at this cabin in Jacksonville. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Lake Jacksonville and Prairie Land Heritage ...
10/10 Exceptional! (14 reviews)
Always a nice place to stay.

Reviewed on Sep 14, 2025

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Peaceful studio retreat surrounded by prairie, wildlife, and open skies.

Peaceful studio retreat surrounded by prairie, wildlife, and open skies.

Murrayville
Stay at this apartment in Murrayville. Enjoy free WiFi, a garden, and laundry facilities. Popular attraction Lake Jacksonville is located nearby.
10/10 Exceptional! (24 reviews)
Great place! Awesome property, in the country, quiet. Had everything needed for a comfortable stay. Cool walking trails into the prairie right outside the door. Hosts were great, good communication. Low pressure stay. Recommend, already have next reservation scheduled.

Reviewed on Sep 16, 2025

Peaceful studio retreat surrounded by prairie, wildlife, and open skies.
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

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

Griggsville
Book a stay at this family-friendly vacation home in Pittsfield. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Old Orchard Country ...
9.8/10 Exceptional! (78 reviews)
Becky and Dave are excellent hosts. We had the best time. The 3 six year olds brought their bikes and had the best time pretending the front driveway was a race track. If you want to make great memories with your family I would highly recommend this house.

Reviewed on Oct 6, 2025

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

Cities near Winchester

Pittsfield

Pittsfield

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