Castlewood, KY
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.
Castlewood Hotel Deals
The Manchester
"Had a great overnight stay. Shuttle was great to Distillary area and dining room rooftop was nice. We even played Trivia that night ( ugh we lost). Great nights rest before heading to Nashville. Would stay there again for certain."
Reviewed on May 18, 2026
Hotel LEX, Trademark Collection by Wyndham
"Ended up getting a refund as my son ended up having an allergic reaction. Staff were not accommodating in person but contacted the owner after we left who understood our situation."
Reviewed on May 20, 2026
Holiday Inn Express Lexington Horse Park Area by IHG
"Love the plank flooring for traveling with a dog!"
Reviewed on May 18, 2026
Hilton Lexington/Downtown
"Beautiful hotel in great location, walk to Rupp Arena! On event days parking garage can get very full, consider valet for a little extra and avoid the headache."
Reviewed on May 18, 2026
DoubleTree Suites by Hilton Hotel Lexington
"Very pleasant stay. The staff was exceptional"
Reviewed on May 19, 2026
Days Inn Lexington SE/Hamburg
"Was very outdated and room had roaches"
Reviewed on May 17, 2026
Other neighborhoods 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 Opera House 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.
