Castlewood Vacations
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Where to stay in Castlewood
Find the best Castlewood areas and neighborhoods for the activities you enjoy most. Learn more about Castlewood
Downtown Lexington
1 out of top 10 points of interest in this area
4.5/5(27 area reviews)
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Castlewood Hotel Deals
GLō Best Western Lexington
1935 Stanton Way, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is ₩131,889 per night from Sep 28 to Sep 29
₩131,889
₩153,083 total
Sep 28 - Sep 29
includes taxes & fees
9.2/10 Wonderful! (2,221 reviews)
"Clean facilities"
Reviewed on Sep 24, 2025
Hilton Lexington/Downtown
369 West Vine Street, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is ₩234,357 per night from Oct 2 to Oct 3
₩234,357
₩272,017 total
Oct 2 - Oct 3
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
"The room was immaculate."
Reviewed on Sep 22, 2025
GuestHouse Lexington
2261 Elkhorn Road, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is ₩92,069 per night from Oct 12 to Oct 13
₩92,069
₩106,865 total
Oct 12 - Oct 13
includes taxes & fees
8.2/10 Very Good! (1,381 reviews)
"The gentleman at the front dest was very helpfu I m"
Reviewed on Sep 25, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Castlewood
The Kentucky Castle
Enjoy a trip to The Kentucky Castle and popular activities like horseback riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Kroger Field
Catch an event at Kroger Field, and enjoy other activities in Lexington such as horseback riding. Experience the area's acclaimed theater scene or attend a sporting event.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.