Castlewood
Lexington
Visit Castlewood
Popular places to visit
Kentucky Horse Park
Enjoy a trip to Kentucky Horse Park and popular activities like horseback riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
University of Kentucky
Explore the campus 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.
Fayette Mall
You can find the perfect gifts to bring home at Fayette Mall during your stay in Lexington. Discover the area's acclaimed theater scene, or seek out its horseback riding.
The Kentucky Castle
Enjoy a trip to The Kentucky Castle and popular activities like horseback riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Eastern Kentucky University
Enjoy the collegiate vibe when you visit Eastern Kentucky University, during your travels in Richmond. While in this family-friendly area, you can savor the top-notch restaurants.
Lexington Opera House
You can enjoy a show at Lexington Opera House during your stay in 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
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Experience Rebecca Ruth Chocolate Tour & Museum!
Mary Todd Lincoln House Self Guided Tour Ticket
Mary Todd Lincoln House Guided Tour Ticket
Top hotels in Castlewood
Hyatt Regency Lexington
Clean. Nice and comfortable Rooms. Friendly staff.
Reviewed on Nov 10, 2025
The Manchester
Amenities were excellent. Staff went over and above! Very clean and super atmosphere
Reviewed on Nov 15, 2025
GuestHouse Lexington
Clean room, friendly staff, tasty breakfast, loved having 3 towels.
Reviewed on Nov 11, 2025
Quality Inn Lexington -Horse Park
Yes the staff was excellent the room was very comfortable
Reviewed on Nov 15, 2025
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Clean room, extremely helpful and friendly staff.
Reviewed on Nov 13, 2025
Embassy Suites by Hilton Lexington/UK Coldstream
The only thing better is to have sausage gravy
Reviewed on Nov 9, 2025
Other neighbourhoods around Castlewood
North Upper Street
North Upper Street might not have many top sights, but Lexington Opera House and Rupp Arena are two attractions nearby that you can check out.
Kenwick
While Kenwick isn't home to many top sights, Ashland Henry Clay Estate and Lexington Memorial Coliseum are some notable places to visit nearby.
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
If you're spending some time in Northside District, Lexington Opera House and Hunt-Morgan House are top sights worth seeing.
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Fairway
When in Fairway, you can plan a visit to Ashland Henry Clay Estate and Singletary Center for the Arts, some noteworthy sights in the nearby area.
