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
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour
Bites of the Bluegrass Cocktails & Bites Tour
Castlewood Hotel Deals
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
Great location
Reviewed on Feb 28, 2026
Elwood Hotel & Suites
Staff was great❣️ Front desk when I checked in was AMAZING!
Reviewed on Feb 27, 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
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.
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.
Fairway
When in Fairway, you can plan a visit to Ashland Henry Clay Estate and Singletary Center for the Arts, some noteworthy sights in the nearby area.
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Castlewood
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