Castlewood
Lexington
Visit Castlewood
Popular places to visit
Kentucky Horse Park
Kentucky Horse Park is a popular place to visit in Lexington and nearby activities include horse riding. 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
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour
Bourbon group: Makers Mark OR Buffalo Trace OR Woodford or Others
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Downtown Walking Food & History Tour
Buffalo Trace, Pappy & Co., and Kentucky Artisan Bourbon Tour
Top hotels in Castlewood
Holiday Inn Express Lexington Horse Park Area by IHG
"Breakfast was one of th le best hotel breakfast I have ever had!"
Reviewed on 2 Jun, 2026
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
"Comfortable, quick check in, clean hotel"
Reviewed on 2 Jun, 2026
The Manchester
"This hotel was very nice, the upscale restaurants and rooms were very nice."
Reviewed on 2 Jun, 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
"The room was clean upon arrival and between days, fresh towels were provided along with a bed refresh. However, the mattress was not very comfortable. We had two queens and both were rather hard."
Reviewed on 1 Jun, 2026
Fairfield Inn & Suites by Marriott Lexington North
"Loved my stay here!"
Reviewed on 31 May, 2026
Embassy Suites by Hilton Lexington/UK Coldstream
"Price, class! The convenience and benefits of everything was great. Breakfast like no other. Staff first class.99"
Reviewed on 3 Jun, 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.
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.
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 may 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.
