Winchester Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Best Western Jacksonville Inn
1709 W Morton Ave Jacksonville IL
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 ...
Sleep Inn & Suites South Jacksonville
2401 Holliday Ln Jacksonville IL
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 ...
Jacksonville Inn & Suites
1914 Southbrooke Rd Jacksonville IL
Stay at this hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Prairie Land Heritage Museum and Jacksonville Community ...
Super 8 by Wyndham Jacksonville
1003 W Morton Ave Jacksonville IL
Book a stay at this business-friendly motel in Jacksonville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
Holiday Inn Express Hotel & Suites Jacksonville by IHG
2501 Holliday Lane Jacksonville IL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Prairie Land Heritage Museum ...
Quality Inn Jacksonville near I-72
200 Comfort Drive Jacksonville IL
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. ...
William Watson Hotel
105 East Washington Street Pittsfield IL
Stay at this hotel in Pittsfield. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions John Greene Shastid House and Pike County ...
Hampton Inn Jacksonville
1725 W Morton Ave Jacksonville IL
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. ...
Rodeway Inn Pittsfield
1238 W Washington St Pittsfield IL
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 ...
Monroe Street Suites
221 S Monroe St Pittsfield IL
Stay at this hotel in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic ...
Knights Inn Jacksonville East Morton Ave
1111 East Morton Ave Jacksonville IL
Stay at this motel in Jacksonville. Enjoy free breakfast, free parking, and a 24-hour front desk. Popular attractions Small Eli Ferris Wheel and Big Eli Ferris ...
Green Acres Hotel
625 W. Washington Pittsfield IL
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 ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 21 - Wed, Oct 28
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$128
Roundtrip
found 1 day ago
Mon, Nov 23 - Wed, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$175
Roundtrip
found 12 hours ago
Mon, Nov 23 - Wed, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$185
Roundtrip
found 12 hours ago
Mon, Nov 23 - Wed, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$193
Roundtrip
found 12 hours ago
Wed, Nov 11 - Sat, Nov 14
EWR
Newark Liberty Intl. Airport
STL
Lambert-St. Louis Intl.
$245
Roundtrip
found 1 day ago
Best points of interest in Winchester
- Mississippi River Vacations
- Illinois College Vacations
- Future Champions Sport Complex Vacations
- Lake Jacksonville Vacations
- Morgan County Fairgrounds Vacations
- Jacksonville Community Park Vacations
- Governor Duncan Mansion Vacations
- Old Orchard Country Club Vacations
- John Greene Shastid House Vacations
- McCully Heritage Project Vacations
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