Castlewood
Lexington
Visit Castlewood
Popular places to visit
Kentucky Horse Park
Enjoy a trip to Kentucky Horse Park and popular activities like horseback riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
University of Kentucky
Explore the campus of University of Kentucky, during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Keeneland Racing Course
Enjoy a trip to Keeneland Racing Course and popular activities like horseback riding in Lexington. You can attend a sporting event while 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.
Lexington Convention Center
Learn about the events happening at Lexington Convention Center during your trip to Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Rupp Arena
Catch an event at Rupp Arena, and enjoy other activities in Lexington such as horseback riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Things to do
Bourbon Tour (03) : Buffalo Trace, Woodford, Four Roses, Wild Turkey, Other
Unique Horse Farm Tours with Insider Access to Private Farms
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Buffalo Trace,Four Roses,Woodford,Bulleit Frontier/Stitzel, Castle&Key or Jeptha
From Lexington: Kentucky Horse Farms Tour
Top hotels in Castlewood
Holiday Inn Express Lexington Horse Park Area by IHG
Clean property, professional staff and standard breakfast experience.
Reviewed on Apr 14, 2026
The Manchester
Awesome
Reviewed on Apr 14, 2026
Spark by Hilton Lexington Hamburg
The breakfast was good. Parking was good as well.
Reviewed on Apr 14, 2026
Elwood Hotel & Suites
This place was AMAZING from start to finish. We loved the size of the room and the way it was appointed. They paid attention to detail when designing this boutique yet comfy styled hotel. The bar and restaurant were excellent. The bed was very comfortable, and the entire room including the bathroom ...
Reviewed on Apr 14, 2026
The Campbell House Lexington, Curio Collection by Hilton
I didn’t eat there
Reviewed on Apr 10, 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
This is our first choice to stay every time we visit our daughter who attends UK! We love the accommodations.
Reviewed on Apr 14, 2026
Other neighbourhoods around Castlewood
Bryan Station
While Bryan Station isn't home to many top sights, Legends Field and Loudoun House are some notable places to visit nearby.
North Upper Street
North Upper Street might not have many top sights, but Lexington Opera House and Rupp Arena are two attractions nearby that you can check out.
Martin Luther King
If you're spending some time in Martin Luther King, Lyric Theatre and Cultural Arts Center and The Kentucky Theater are top sights worth seeing.
Northside District
If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.
Kenwick
While Kenwick isn't home to many top sights, Ashland Henry Clay Estate and Lexington Memorial Coliseum are some notable places to visit nearby.
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
