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.
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.
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.
Things to do
Lexington: Downtown Walking Food & History Tour
Unique Horse Farm Tours with Insider Access to Private Farms
Experience Rebecca Ruth Chocolate Tour & Museum!
Groups: Makers Mark OR Buffalo Trace OR Woodford or Others
Bites of the Bluegrass Cocktails & Bites Tour
Top hotels in Castlewood
The Manchester
Room was spotless and the tile work was amazing. Nice choices for the mini-bar
Reviewed on 28 Feb 2026
DoubleTree Suites by Hilton Hotel Lexington
Everything was nice.
Reviewed on 23 Feb 2026
Hilton Lexington/Downtown
Of the 4 Hilton's I stay in regularly in KY and TN, this one has room for improvement. Building is very old and was the most luxurious of the downtown hotels. Unfortunately all that was lost during a bad renovation. Property is not a luxury hotel at all. Problems everywhere. Horrible wall paper pealing ...
Reviewed on 28 Feb 2026
Hyatt Regency Lexington
Great location
Reviewed on 28 Feb 2026
Elwood Hotel & Suites
The folks at Elwood showed true Southern hospitality—polite, hardworking, and respectful from the minute we walked in. No nonsense, just good old-fashioned service that made us feel welcome like we belonged. Room was clean, bed comfortable, everything in order and cozy enough to rest well after a ...
Reviewed on 28 Feb 2026
Quality Inn Lexington -Horse Park
Nice clean rooms, quiet during the night. I would go back again
Reviewed on 22 Feb 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 West Sixth Brewing and Lexington Opera House.
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.
Fairway
While Fairway may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Ashland Henry Clay Estate and Singletary Center for the Arts.
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
