Castlewood Travel Guide
Lexington
Visit Castlewood
Popular places to visit
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.
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.
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
Unique Horse Farm Tours with Insider Access to Private Farms
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Downtown Walking Food & History Tour
Groups: Makers Mark OR Buffalo Trace OR Woodford or Others
Distillery District Food & History Tour in Lexington
Top hotels in Castlewood
The Manchester
Clean rooms, friendly staff, and good restaurants. I especially like the music selections played through the hotel.
Reviewed on 30 Jan 2026
Hilton Lexington/Downtown
Nice quiet room. Staff were very helpful.
Reviewed on 16 Jan 2026
DoubleTree Suites by Hilton Hotel Lexington
Very cool hotel, good amenities, clean, spacious good price really enjoyed it
Reviewed on 2 Feb 2026
Hyatt Regency Lexington
Nice hotel but looks outdated.
Reviewed on 2 Feb 2026
Elwood Hotel & Suites
Very clean and spacious rooms and the beds were very comfortable! Would definitely recommend.
Reviewed on 2 Feb 2026
Home2 Suites by Hilton Lexington Hamburg
It was very clean. The staff at the desk, I can't remember the lady's name, was phenomenal. Was offered a room upgrade so I didn't have to use the pull out couch afterall. I appreciated that greatly. As for the rooms themselves, so spacious and well-equipped. Very convenient location with a lot of ...
Reviewed on 24 Jan 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 Mary Todd Lincoln House.
Martin Luther King
If you're spending some time in Martin Luther King, Lyric Theatre and Cultural Arts Center and Living Arts & Science 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 Lexington Memorial Coliseum.
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
