Castlewood Travel Guide

Lexington

Aerial view of the bridge over the Kentucky River on the road between Harrodsburg and Lexington, showcasing a forest-covered valley surrounded by agricultural fields in Central Kentucky.

Stay near popular Castlewood attractions

Castlewood Park

Castlewood Park is just one of the places to see in Lexington, so why not enjoy the other things to explore during your travels? Attend a sporting event or visit the shops in this family-friendly area.
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Things to do

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

฿1,955
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

฿3,276
per adult
100% of travellers recommend
Lexington: Downtown Walking Food & History Tour
Bites of the Bluegrass Cocktails & Bites Tour

Bites of the Bluegrass Cocktails & Bites Tour

฿4,137
per adult
100% of travellers recommend
Bites of the Bluegrass Cocktails & Bites Tour
Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

฿331
per adult
80% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
Distillery District Food & History Tour in Lexington

Distillery District Food & History Tour in Lexington

฿4,137
per adult
Distillery District Food & History Tour in Lexington
Buffalo Trace, Bulleit Distilling and Rabbit Hole Bourbon Tour

Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour

฿9,100
per adult
Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour
See all activities in Lexington

Where to stay in Castlewood

Find the best Castlewood areas for the activities you enjoy most.
A city skyline with illuminated buildings and a church spire.
Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
Open Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

Downtown Lexington

While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.

A white wooden fence leading to a large building with two towers.
Photo by Lexington Convention and Visitors Bureau/Gene Burch
Open Photo by Lexington Convention and Visitors Bureau/Gene Burch

Northside District

While visiting Northside District, you might make a stop by sights like Lexington Opera House and West Sixth Brewing.

A river with a bridge, a town with historic buildings, and a hilly landscape in the background.

Liberty Area

If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.

A grand building with large wooden doors and a sign reading "First Methodist Episcopal Church South."
Photo by Hyelsinta
Open Photo by Hyelsinta

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.

A horse grazing in a green field with a barn and trees in the background.

Georgetown

When in Georgetown, you can plan a visit to Bluegrass Distillers Downtown Lexington and West Sixth Brewing, some noteworthy sights in the nearby area.

Castlewood Travel Guide