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.
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.
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.
Things to do
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Experience Rebecca Ruth Chocolate Tour & Museum!
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour
Distillery District Food & History Tour in Lexington
Bites of the Bluegrass Cocktails & Bites Tour
Top hotels in Castlewood
The Manchester
Very nice clean room and staff was very friendly and accommodating
Reviewed on Feb 26, 2026
DoubleTree Suites by Hilton Hotel Lexington
Everything was nice.
Reviewed on Feb 23, 2026
Hilton Lexington/Downtown
Yes everything was good!
Reviewed on Feb 20, 2026
Hyatt Regency Lexington
Room was clean, bed pretty comfortable, great location, and awesome breakfast.
Reviewed on Feb 26, 2026
Elwood Hotel & Suites
Clean room, easy checkin. The live music and bar area were really nice
Reviewed on Feb 26, 2026
Quality Inn Lexington -Horse Park
Nice clean rooms, quiet during the night. I would go back again
Reviewed on Feb 22, 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 West Sixth Brewing and Lexington Opera House 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 Downtown Arts Center are top sights worth seeing.
Bell Court
While Bell Court might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Lyric Theatre and Cultural Arts Center.
Northside District
If you're spending some time in Northside District, West Sixth Brewing and Lexington Opera House 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.
