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.
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.
Things to do
Experience Rebecca Ruth Chocolate Tour & Museum!
Unique Horse Farm Tours with Insider Access to Private Farms
Experience Rebecca Ruth Chocolate Tour & Museum
Top hotels in Castlewood
Spark by Hilton Lexington Hamburg
Staff was great. Breakfast was good.
Reviewed on 29 Apr 2026
DoubleTree Suites by Hilton Hotel Lexington
Great customer service. Clean. Quit. Very comfortable room. Will stay again for sure.
Reviewed on 28 Apr 2026
Holiday Inn Express Lexington Horse Park Area by IHG
Room was clean and Breakfast was excellent.
Reviewed on 29 Apr 2026
The Manchester
This was a wonderful stay. The restaurant was amazing too.
Reviewed on 28 Apr 2026
Hilton Lexington/Downtown
The property needs to be updated. The building is over40 years old and it shows. The showerheads are probably the cheapest available as it's a coffee maker in the room. I don't think there's any excuse for that that said the staff was especially accommodating when my initial room was like a sauna. ...
Reviewed on 28 Apr 2026
Hotel LEX, Trademark Collection by Wyndham
So loud. People yelling in halls and slamming doors after midnight. Restaurant in amazing. Room clean
Reviewed on 25 Apr 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 Applebee s Park.
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.
