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.
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.
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.
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
Bourbon Tour (03) : Buffalo Trace, Woodford, Four Roses, Wild Turkey, Other
Unique Horse Farm Tours with Insider Access to Private Farms
Buffalo Trace,Four Roses,Woodford,Bulleit Frontier/Stitzel, Castle&Key or Jeptha
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Seasonal Cooking and Entertaining with The Mischief Maker
Top hotels in Castlewood
The Manchester
Amazing stay!
Reviewed on 8 May 2026
Holiday Inn Express Lexington Horse Park Area by IHG
We arrived at this hotel on April 11th and were told upon arrival that they had no hot water and it would not be fixed by morning. We had booked through Hotel’s.com. We could not stay because of the water situation. We have been charged for the room and need to be reimbursed as soon as possible. ...
Reviewed on 8 May 2026
Quality Inn Lexington -Horse Park
Location was great just 4 miles from the Kentucky horse park parking was easy. Staff could’ve been friendlier and more accessible and the rooms… some things were broken damaged dirty stained not impressed with the cleanliness.
Reviewed on 8 May 2026
Hotel LEX, Trademark Collection by Wyndham
Would stay at this hotel again. It was nice and great areas for the kids and adults to enjoy. The rooms were clean but very dark. We were only there for 2 nights but when house keeping came in they did not make our beds or empty the garbages just replaced towels and toilet paper, thought that was ...
Reviewed on 1 May 2026
Spark by Hilton Lexington Hamburg
Was in town for a college visit and this was the perfect spot for an overnight stay. Clean property, friendly staff, and comfortable room. It was a quick trip for us but would definitely go back for a longer stay.
Reviewed on 6 May 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
Staff were great!
Reviewed on 9 May 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 Lexington Opera House.
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.
