Castlewood Travel Guide
Lexington
Visit Castlewood
Popular places to visit
Kentucky Horse Park
Kentucky Horse Park is a popular place to visit in Lexington and nearby activities include horse riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.
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.
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.
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.
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.
Top hotels in Castlewood
The Manchester
"Restaurant was loud and food was way too salty, especially for a Michelin starred restaurant. Wait staff were slow and inattentive, tha salad plate and bread plates were still on the table thru and after dessert. To be fair, they did comp both of our entrees. Not a great birthday celebration."
Reviewed on 28 May 2026
Hilton Lexington/Downtown
"We loved it, it was very clean, safe, and spacious. We were able to go to the Rupp arena via the skybridge which was nice because it was raining!"
Reviewed on 29 May 2026
Holiday Inn Express Lexington Horse Park Area by IHG
"The staff was helpful, the room was clean, and we enjoyed our staff. Everything was close to the hotel, which was nice to have the restaurant close as well as gas station."
Reviewed on 29 May 2026
Hotel LEX, Trademark Collection by Wyndham
"This was my first stay at this hotel, and I booked it based on the positive reviews and photos online. Unfortunately, my experience was very different. While check-in was smooth, the first room was dark, damp, and dirty. There were ants coming from the AC unit, stains on the walls and unit, and what ..."
Reviewed on 27 May 2026
Quality Inn Lexington -Horse Park
"Staff was pleasant and helpful. Clean rooms. Hallway could have been updated. Good location"
Reviewed on 28 May 2026
DoubleTree Suites by Hilton Hotel Lexington
"Terrible customer service at the hotel and management! Staff was unwilling to assist during a family emergency, decided keeping our money was more important than the right thing. Hotels.com customer service was equally awful and neither will get my business again."
Reviewed on 29 May 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 Rupp Arena.
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 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.
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Historic South Hill
While Historic South Hill may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.
