Castlewood
Lexington
Visit Castlewood
Popular places to visit
Kentucky Horse Park
Enjoy a trip to Kentucky Horse Park and popular activities such as horse riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
University of Kentucky
Take a campus tour or just explore the area 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 such as horse 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 horse 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 in 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
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Downtown Walking Food & History Tour
Groups: Makers Mark OR Buffalo Trace OR Woodford or Others
Experience Rebecca Ruth Chocolate Tour & Museum
Top hotels in Castlewood
The Manchester
Remarkable MCM hotel with unique taste throughout. Friendly staff. Cozy bar, restaurant and lounge.
Reviewed on 2 Mar 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
Everything was perfect! Beautiful place.
Reviewed on 1 Mar 2026
Hilton Lexington/Downtown
Great place to stay for a basketball game
Reviewed on 5 Mar 2026
Hyatt Regency Lexington
Was in Lexington for a doctors appointment in the UK basketball game. The convenience of walking to the lobby of my hotel straight to rep Arena cannot be matched.
Reviewed on 3 Mar 2026
Elwood Hotel & Suites
Did not use
Reviewed on 3 Mar 2026
The Campbell House Lexington, Curio Collection by Hilton
We always enjoy our stay at The Cambell House Inn. Rebecca at the front desk was especially friendly and fun to talk to. We will be back again next January!
Reviewed on 1 Mar 2026
Other neighbourhoods around Castlewood
North Upper Street
Though North Upper Street may not have many top sights, you can venture to the surrounding area to see attractions like Lexington Opera House and Mary Todd Lincoln House.
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
While visiting Northside District, you might make a stop by sights like Lexington Opera House and West Sixth Brewing.
Kenwick
While there might not be top attractions in Kenwick, you can explore the larger area and discover places like Ashland Henry Clay Estate and Singletary Center for the Arts.
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
West Suburb
While visiting West Suburb, you might make a stop by sights like Mary Todd Lincoln House and Explorium.
