2 Star Hotels in Winchester
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Tonight
Sep 13 - Sep 14Tomorrow
Sep 14 - Sep 15Next weekend
Sep 18 - Sep 20In two weeks
Sep 25 - Sep 272 Star Hotels in Winchester




1. Holiday Inn Express Lexington East - Winchester by IHG
Holiday Inn Express Lexington East - Winchester by IHGWinchester
$122
$134 total
includes taxes & fees
Oct 11 - Oct 12
$122
$135 total
includes taxes & fees
Oct 4 - Oct 5
$95
$105 total
includes taxes & fees
Sep 14 - Sep 15
$80
$88 total
includes taxes & fees
Sep 20 - Sep 21
$76
$84 total
includes taxes & fees
Oct 14 - Oct 15
$71
$83 total
includes taxes & fees
Sep 14 - Sep 15
$97
$113 total
includes taxes & fees
Sep 21 - Sep 22
$89
$104 total
includes taxes & fees
Sep 20 - Sep 21




10. Holiday Inn Express & Suites Lexington Midtown - I-75 by IHG
Holiday Inn Express & Suites Lexington Midtown - I-75 by IHGLexington
$100
$116 total
includes taxes & fees
Sep 16 - Sep 17
$85
$99 total
includes taxes & fees
Sep 20 - Sep 21
$73
$85 total
includes taxes & fees
Sep 30 - Oct 1
$64
$74 total
includes taxes & fees
Sep 30 - Oct 1
$102
$112 total
includes taxes & fees
Oct 4 - Oct 5




15. Clarion Pointe Richmond North near University
Clarion Pointe Richmond North near UniversityRichmond
$67
$74 total
includes taxes & fees
Oct 13 - Oct 14
$53
$58 total
includes taxes & fees
Sep 14 - Sep 15




17. Country Inn & Suites by Radisson, Lexington, KY
Country Inn & Suites by Radisson, Lexington, KYLexington
$80
$92 total
includes taxes & fees
Sep 28 - Sep 29
$74
$86 total
includes taxes & fees
Sep 14 - Sep 15
$72
$80 total
includes taxes & fees
Sep 27 - Sep 28




20. Holiday Inn Express & Suites Mt Sterling North by IHG
Holiday Inn Express & Suites Mt Sterling North by IHGMount Sterling
$139
$153 total
includes taxes & fees
Sep 20 - Sep 21
Top landmarks in Winchester
Winchester Traveling Trail
If you like spending time outside, why not spend the afternoon at Winchester Traveling Trail, a park located 16.6 mi (26.8 km) from the center of Lexington. Want to stretch your legs some more? Head to Community Park and Wiseman Park, both nearby.
Bluegrass Heritage Museum
7.4/10 (13 reviews)
The center of Winchester is home to cultural attractions like Bluegrass Heritage Museum, so you might want to stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Community Park, Lykins Park, and Cassell Creek Golf Course.
Community Park
8.6/10 (66 reviews)
If you like spending time outside, why not spend the afternoon at Community Park, a park located 17.2 mi (27.7 km) from the center of Lexington. Want to stretch your legs some more? Head to Winchester Traveling Trail and Lykins Park, both nearby.
Cassell Creek Golf Course
7.6/10 (4 reviews)
You might want to practice your swing at Cassell Creek Golf Course, a golf course located 4.1 mi (6.6 km) from central Winchester. If Cassell Creek Golf Course doesn't quite scratch your golfing itch, Southwind Golf Course is also nearby.
Lykins Park
5.8/10 (6 reviews)
Lykins Park is 2 mi (3.3 km) from central Winchester, why not stop by during your stay. Want to stretch your legs some more? Head to Community Park and Winchester Traveling Trail, both nearby.
Southwind Golf Course
6.0/10 (2 reviews)
You might want to practice your swing at Southwind Golf Course, a golf course located 2.2 mi (3.5 km) from central Winchester. If Southwind Golf Course doesn't quite scratch your golfing itch, Cassell Creek Golf Course is also nearby.
Winchester Opera House
If you're planning a bit of sightseeing during your trip, head to Winchester Opera House— just one of the monuments in central Winchester.
Wiseman Park
If you like spending time outside, why not spend the afternoon at Wiseman Park, a park located 16.8 mi (27 km) from the center of Lexington. Want to stretch your legs some more? Head to Community Park and GRCHS Baseball Field, both nearby.




























































