Castlewood
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.
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.
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.
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
Groups: Makers Mark OR Buffalo Trace OR Woodford or Others
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Downtown Walking Food & History Tour
Distillery District Food & History Tour in Lexington
2-Hour Guided Walking Art and Appetizers Tour in Lexington
Top hotels in Castlewood
The Manchester
Friendly and attentive staff. Great location, bar and onsite restaurant.
Reviewed on 9 Feb 2026
DoubleTree Suites by Hilton Hotel Lexington
All of the above
Reviewed on 9 Feb 2026
Hyatt Regency Lexington
Room was great! Staff was awesome. Being able to go into Rupp without going outside, the best.
Reviewed on 9 Feb 2026
Elwood Hotel & Suites
Wonderful Stay! Room was clean. Staff was very nice.
Reviewed on 11 Feb 2026
21c Museum Hotel Lexington
The room was large, the staff were helpful, the hotel was well located.
Reviewed on 11 Feb 2026
Embassy Suites by Hilton Lexington Green
Clean room, comfortable bed, and friendly staff. Plenty of space to enjoy time with friends. Love the large food and drink selection as well.
Reviewed on 8 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 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.
