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

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.

Find hotels in Downtown Lexington

Our pick of the best Castlewood Hotel Deals

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

3 out of 5
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is AU$149 per night from 5 Apr to 6 Apr
AU$149
5 Apr - 6 Apr
includes taxes & fees
9.4/10 Exceptional! (2,180 reviews)
Clean easy to check in.

Reviewed on 29 Mar 2026

Holiday Inn Express Lexington Horse Park Area by IHG
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
The price is AU$371 per night from 5 Apr to 6 Apr
AU$371
5 Apr - 6 Apr
includes taxes & fees
9.6/10 Exceptional! (1,210 reviews)
The staff were pleasant and competent. Our bed was old, soft and saggy.

Reviewed on 30 Mar 2026

The Manchester
Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

2.5 out of 5
2381 Buena Vista Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 8 Apr to 9 Apr
AU$143
8 Apr - 9 Apr
includes taxes & fees
8.8/10 Excellent! (396 reviews)
Very good in general. Breakfast could be better, we missed eggs, bacon, other types of both, bread and yogurt.

Reviewed on 31 Mar 2026

Spark by Hilton Lexington Hamburg
See all 858 properties in Castlewood
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.
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Discover the most popular places to visit in Castlewood

Buffalo Trace Distillery

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.

Buffalo Trace Distillery
Aerial photograph of the Lexington, Kentucky skyline at night with the city alite.

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.

Rupp Arena
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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.

The Kentucky Castle

Activities

From Lexington: Kentucky Horse Farms Tour

From Lexington: Kentucky Horse Farms Tour

AU$84
per adult
100% of travellers recommend
From Lexington: Kentucky Horse Farms Tour
Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

AU$84
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

AU$141
per adult
Lexington: Downtown Walking Food & History Tour
See all activities in Lexington
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.