Castlewood Travel Guide
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.
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.
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.
Top hotels in Castlewood
The Manchester
Amazing stay!
Reviewed on 8 May 2026
Holiday Inn Express Lexington Horse Park Area by IHG
Since it’s changed ownership, I’m really disappointed that they do not offer coffee in the rooms anymore in the breakfast was just not as good as it had been last year under a different ownership, they said that the reason they weren’t offering coffee the rooms was because of the environment, however, ...
Reviewed on 9 May 2026
Hilton Lexington/Downtown
Very dated
Reviewed on 5 May 2026
Hotel LEX, Trademark Collection by Wyndham
Room was very clean. Had dinner in bar and staff was excellent and food was fresh and prepared as ordered. Free breakfast needs a little more variety.
Reviewed on 9 May 2026
DoubleTree Suites by Hilton Hotel Lexington
C
Reviewed on 8 May 2026
Spark by Hilton Lexington Hamburg
Was in town for a college visit and this was the perfect spot for an overnight stay. Clean property, friendly staff, and comfortable room. It was a quick trip for us but would definitely go back for a longer stay.
Reviewed on 6 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 Lexington Opera 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 The Kentucky Theater 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.
