Castlewood Holidays
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Our guide on 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
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Our pick of the best Castlewood Hotel Deals
Spark by Hilton Lexington Hamburg
2381 Buena Vista Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is AU$106 per night from 11 Jan to 12 Jan
AU$106
11 Jan - 12 Jan 2026
includes taxes & fees
8.6/10 Excellent! (276 reviews)
La habitación y el personal muy amable.
Reviewed on 15 Dec 2025
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is AU$214 per night from 24 Dec to 25 Dec
AU$214
24 Dec - 25 Dec
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Not close to areas for shopping. Great location for access to Rupp Arena.
Reviewed on 13 Dec 2025
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is AU$294 per night from 11 Jan to 12 Jan
AU$294
11 Jan - 12 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (1,084 reviews)
Yes
Reviewed on 15 Dec 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 such as horse riding in Versailles. 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.
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.
Activities
Bites of the Bluegrass Cocktails & Bites Tour
AU$158
per adult
Lexington: Downtown Walking Food & History Tour
AU$149
per adult
Unique Horse Farm Tours with Insider Access to Private Farms
AU$80
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.