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
Unique Horse Farm Tours with Insider Access to Private Farms
Mary Todd Lincoln House Guided Tour Ticket
Experience Rebecca Ruth Chocolate Tour & Museum!
Mary Todd Lincoln House Self Guided Tour Ticket
Lexington: Downtown Walking Food & History Tour
Top hotels in Castlewood
Hilton Lexington/Downtown
Good hotel with friendly, courteous staff close to Rupp arena. Room service was very good, efficient and fast.
Reviewed on 29 Nov 2025
GuestHouse Lexington
a clean hotel and everything’s around, i would stay here again!
Reviewed on 26 Nov 2025
The Manchester
The room was very comfortable, and the atmosphere of the hotel and dining room was very pleasant. The staff were accommodating and courteous.
Reviewed on 23 Nov 2025
Hyatt Regency Lexington
Room was clean. Hallways smelled a bit musty but looked clean
Reviewed on 23 Nov 2025
GLō Best Western Lexington
Breakfast was good the first day of our stay and okay the next day. The service was great. Our room was clean and comfortable. Parking was easy and safe.
Reviewed on 24 Nov 2025
Motel 6 Lexington, KY - Airport
Put more towelks in room gor showering
Reviewed on 26 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.
