Castlewood
Lexington
Visit Castlewood
Popular places to visit
Kentucky Horse Park
Kentucky Horse Park is a favorite place to visit in Lexington and nearby activities include horseback riding. 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.
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.
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.
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.
The Kentucky Castle
Enjoy a trip to The Kentucky Castle and popular activities like horseback riding in Versailles. 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
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
"For a La Quinta, this place is top tier. Clean facility, easy parking, nice location, staff was very friendly and helpful, room was nice, air worked great, bds were comfy - no complaints. Only observation was that the bathroom had a "fishy" water smell, which I think was from the shower drain but ..."
Reviewed on May 29, 2026
Hilton Lexington/Downtown
"Clean, comfortable room, great breakfast"
Reviewed on May 30, 2026
The Manchester
"A lexington gem!!!"
Reviewed on May 31, 2026
Hotel LEX, Trademark Collection by Wyndham
"Nice staff, nice cute rooms. Will be staying again"
Reviewed on May 31, 2026
Holiday Inn Express Lexington Horse Park Area by IHG
"Breakfast staff was very helpful"
Reviewed on May 30, 2026
Days Inn Lexington SE/Hamburg
"Room was clean everyone was polite and helpful!"
Reviewed on May 29, 2026
Other neighbourhoods around Castlewood
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 Downtown Arts Center 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 Memorial Coliseum 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.
Historic South Hill
While Historic South Hill 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 Rupp Arena.
Castlewood
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