Castlewood
Lexington
Visit Castlewood
Popular places to visit
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.
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.
Fayette Mall
You can do some window-shopping at Fayette Mall during your trip to Lexington. Discover the area's acclaimed theatre scene or seek out its horse riding.
The Kentucky Castle
Enjoy a trip to The Kentucky Castle and popular activities such as horse riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Eastern Kentucky University
Enjoy the student vibe when you visit Eastern Kentucky University during your travels in Richmond. While in this family-friendly area, you can savour the top-notch restaurants.
Lexington Opera House
You can get tickets for a performance at Lexington Opera House during your stay in 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
Always a favorite!!!
Reviewed on 7 Jan 2026
Staybridge Suites Lexington S Medical Ctr Area by IHG
Greta Hotel, spacious and good breakfast!
Reviewed on 4 Jan 2026
Hyatt Regency Lexington
Excellent staff! Everybody I encountered welcomed me. Also, every staff member asked if there was anything they could do to make my stay better! I've never felt this welcome at a hotel with exception of one in Rome. Loved it!
Reviewed on 7 Jan 2026
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Very clean and spacious, seemed recently remodeled, goodbreakfast
Reviewed on 4 Jan 2026
Hilton Lexington/Downtown
Clean room nice bedding
Reviewed on 1 Jan 2026
Embassy Suites by Hilton Lexington/UK Coldstream
Yes. The room was spotless amd the staff is very friendly.
Reviewed on 7 Jan 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 Rupp Arena.
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
When in Bell Court, you can plan a visit to Ashland Henry Clay Estate and Lexington Memorial Coliseum, some noteworthy sights in the nearby area.
Northside District
While visiting Northside District, you might make a stop by sights like Lexington Opera House and Bluegrass Distillers Downtown Lexington.
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 Lexington Memorial Coliseum.
Fairway
While Fairway may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Ashland Henry Clay Estate and Singletary Center for the Arts.
