
North Upper Street Holidays
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Your North Upper Street Holiday
Our North Upper Street holiday packages are a simple and practical way to organise and reserve your next break. Uncover the magic of this unique neighbourhood without the bother of organising it all yourself. When it's time to get out and explore, you'll find loads of popular attractions nearby including University of Kentucky, Kroger Field and Rupp Arena. Visit one, two or more during your trip to North Upper Street. Don't just imagine it — do it! Reserve your ideal North Upper Street holiday with Expedia and get to where you're going your way.
Our guide on where to stay in North Upper Street

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 North Upper Street 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 North Upper Street

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!
