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
2 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
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is AU$300 per night from 15 Feb to 16 Feb
AU$300
15 Feb - 16 Feb
includes taxes & fees
9.4/10 Exceptional! (1,140 reviews)
Great place to stay, eat and drink.
Reviewed on 20 Jan 2026
Spark by Hilton Lexington Hamburg
2381 Buena Vista Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is AU$101 per night from 15 Feb to 16 Feb
AU$101
15 Feb - 16 Feb
includes taxes & fees
8.6/10 Excellent! (336 reviews)
For a new property I had hoped for a better built hotel. The walls are paper thin and we heard people in every room around us. Breakfast was subpar. The staff was good.
Reviewed on 29 Jan 2026
Hyatt Regency Lexington
401 W High St Lexington KY
The price is AU$240 per night from 15 Feb to 16 Feb
AU$240
15 Feb - 16 Feb
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Overall, it's good. The room is clean. The breakfast is delicious, but you have to order it yourself, which is relatively expensive.
Reviewed on 28 Jan 2026
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
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.
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.
Activities
Unique Horse Farm Tours with Insider Access to Private Farms
AU$88
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
AU$148
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
AU$15
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.