
2025 Winchester, Illinois Hotels
Up To 10% Off Select Hotels With AARP Member Discounts
Choose from AARP Discount Winchester Hotels with Free Cancellation

Sleep Inn & Suites
2401 Holliday Ln, Jacksonville, IL
20.62 km from city center
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
Free Cancellation
Reserve now, pay when you stay
19.83 km from city center
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 ...

Baymont by Wyndham Jacksonville
1914 Southbrooke Road, Jacksonville, IL
20.88 km from city center
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Prairie Land Heritage Museam ...

Quality Inn Jacksonville near I-72
200 Comfort Drive, Jacksonville, IL
20.53 km from city center
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Hampton Inn Jacksonville
1725 W Morton Ave, Jacksonville, IL
Free Cancellation
Reserve now, pay when you stay
19.58 km from city center
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2501 Holliday Lane, Jacksonville, IL
Free Cancellation
20.53 km from city center
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Prairie Land Heritage Museam ...

Super 8 by Wyndham Jacksonville
1003 W Morton Ave, Jacksonville, IL
20.8 km from city center
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. ...

William Watson Hotel
105 East Washington Street, Pittsfield, IL
30.05 km from city center
Stay at this 3-star hotel in Pittsfield. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions John Greene Shastid House and Pike ...

Knights Inn Jacksonville East Morton Ave
1111 East Morton Ave, Jacksonville, IL
Free Cancellation
Reserve now, pay when you stay
23.68 km from city center
Stay at this motel in Jacksonville. Enjoy free breakfast, free parking, and a 24-hour front desk. Popular attractions Small Eli Ferris Wheel and Jacksonville ...

Green Acres Hotel
625 W. Washington, Pittsfield, IL
Free Cancellation
Reserve now, pay when you stay
30.81 km from city center
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid ...

Rodeway Inn
1238 W Washington St, Pittsfield, IL
31.88 km from city center
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid House are located ...

Villa DeWolf
876 W State St, Jacksonville, IL
Free Cancellation
Reserve now, pay when you stay
21.78 km from city center
Stay at this 4-star business-friendly B&B in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Governor Duncan Mansion and ...
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.
Near An Airport
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Hotels Near Winchester, Illinois
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