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.
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 such as horse riding in Lexington. You can attend a sporting event while 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.
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.
Things to do
Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour
Bourbon group: Makers Mark OR Buffalo Trace OR Woodford or Others
Buffalo Trace, Pappy & Co., and Kentucky Artisan Bourbon Tour
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Downtown Walking Food & History Tour
Distillery District Food & History Tour in Lexington
Top hotels in Castlewood
The Manchester
"The Manchester is a charming curated hotel with a refined but unpretentious aesthetic and vibe. The room was comfortable, considered, and full of character. The staff was warm, professional, and attentive without feeling overly formal. I’d say it has a distinctive southern charm that feels elevated ..."
Reviewed on 25 May 2026
Holiday Inn Express Lexington Horse Park Area by IHG
"Management not helpful. Will never stay at this location."
Reviewed on 26 May 2026
Hilton Lexington/Downtown
"Bathroom could use a little updating"
Reviewed on 26 May 2026
Hotel LEX, Trademark Collection by Wyndham
"Staff is very unreliable. Think the walls may be paper thin."
Reviewed on 25 May 2026
DoubleTree Suites by Hilton Hotel Lexington
"Cheryl at the front desk was very helpful and friendly"
Reviewed on 25 May 2026
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
"So clean and staff are so kind ."
Reviewed on 26 May 2026
Other neighbourhoods around Castlewood
Bryan Station
While Bryan Station may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Legends Field and Loudoun House.
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.
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 Lexington Memorial Coliseum.
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
