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.
Fayette Mall
You can do some window-shopping at Fayette Mall during your trip to Lexington. Discover the area's acclaimed theatre scene or seek out its horse riding.
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.
Eastern Kentucky University
Enjoy the student vibe when you visit Eastern Kentucky University during your travels in Richmond. While in this family-friendly area, you can savour the top-notch restaurants.
Lexington Opera House
You can get tickets for a performance 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
Experience Rebecca Ruth Chocolate Tour & Museum!
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
Love it here!
Reviewed on 30 Nov 2025
GuestHouse Lexington
This place is a gem! Clean clean clean! Softest sheets ever! Great location, and the staff were all nice, too!
Reviewed on 1 Dec 2025
Hyatt Regency Lexington
Room was clean. Hallways smelled a bit musty but looked clean
Reviewed on 23 Nov 2025
Spark by Hilton Lexington Hamburg
Staff was super friendly, beds were nice and rooms were clean.
Reviewed on 28 Nov 2025
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Very clean
Reviewed on 26 Nov 2025
Embassy Suites by Hilton Lexington/UK Coldstream
There was construction. However, it was not bad at all! I would come back anytime.
Reviewed on 27 Nov 2025
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 Rupp Arena.
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 Singletary Center for the Arts.
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 Bluegrass Distillers Downtown Lexington.
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
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.
