Castlewood Travel Guide
Lexington
Visit Castlewood
Popular places to visit
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.
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.
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.
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.
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
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
From Lexington: Kentucky Horse Farms Tour
Unique Horse Farm Tours with Insider Access to Private Farms
Buffalo Trace,Four Roses,Woodford,Bulleit Frontier/Stitzel, Castle&Key or Jeptha
Lexington: Downtown Walking Food & History Tour
Bites of the Bluegrass Cocktails & Bites Tour
Top hotels in Castlewood
Spark by Hilton Lexington Hamburg
I guess this is a big oversight on my part, but when I booked the room, I saw that it had a complimentary breakfast included with our stay and a very nice-looking breakfast area from the pictures. Almost all hotels include a hot breakfast, so I just assumed that is what this hotel also offered. We ...
Reviewed on 27 Apr 2026
DoubleTree Suites by Hilton Hotel Lexington
Staff were friendly and bed was very comfortable
Reviewed on 27 Apr 2026
Holiday Inn Express Lexington Horse Park Area by IHG
Clean rooms, comfy bed. Very modern.
Reviewed on 27 Apr 2026
The Manchester
5 star, friendly staff, clean rooms, great place I can’t wait to come back.
Reviewed on 27 Apr 2026
Hilton Lexington/Downtown
The AC in my room was not working properly. Luckily it was not super hot, but I like it cool at night and even though it was turned all the way down to 60 it did not come on at all and I didn’t realize it till the second night there so it was not comfortable for me at night while I was sleeping. ...
Reviewed on 27 Apr 2026
Hotel LEX, Trademark Collection by Wyndham
So loud. People yelling in halls and slamming doors after midnight. Restaurant in amazing. Room clean
Reviewed on 25 Apr 2026
Other neighbourhoods around Castlewood
Bryan Station
While Bryan Station may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Legends Field and Applebee s Park.
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 The Kentucky Theater 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.
