
Historic South Hill Holidays
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Your Historic South Hill Holiday
A well-liked food-lovers neighbourhood, Historic South Hill lures travellers with its cycling, bars and pubs and history. Lock in a holiday package to Historic South Hill and get set to discover all the best bits for yourself. Your trip to Historic South Hill wouldn't be complete without seeing big-name attractions nearby such as University of Kentucky, Kroger Field and Rupp Arena. Stop dreaming and start doing. When you're ready to book your holiday to Historic South Hill, Expedia will help get you there.
Our guide on where to stay in Historic South Hill

Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Our pick of the best Historic South Hill Hotel Deals

Spark by Hilton Lexington Hamburg
Reviewed on 23 Jul. 2025

Hilton Lexington/Downtown
Reviewed on 23 Jul. 2025

GuestHouse Lexington
Reviewed on 22 Jul. 2025
Frequently asked questions
Discover the most popular places to visit in Historic South Hill

The Kentucky Castle
Enjoy a trip to The Kentucky Castle and popular activities such as horse riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Buffalo Trace Distillery
You can take time to visit Buffalo Trace Distillery during your travels to Frankfort. You can seek out the hiking trails while in the area.
Rupp Arena
Catch an event at Rupp Arena and enjoy other activities in Lexington such as horse riding.Attend a sporting event or simply enjoy the lively bars while you're in the area.
Activities

Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

Experience Rebecca Ruth Chocolate Tour & Museum!
