Castlewood Packages (Flight + Hotel)
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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
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.
Top hotels in Castlewood
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿5,987 per night from 26 May to 27 May
฿5,987
฿7,511 total
26 May - 27 May
includes taxes & fees
9.6/10 Exceptional! (1,278 reviews)
Exceeded expectations
Reviewed on 11 May 2026
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is ฿3,357 per night from 17 May to 18 May
฿3,357
฿3,896 total
17 May - 18 May
includes taxes & fees
9.4/10 Exceptional! (2,210 reviews)
Pleased with rooms. Decent breakfast. Friendly staff.
Reviewed on 11 May 2026
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿4,911 per night from 1 Jun to 2 Jun
฿4,911
฿5,700 total
1 Jun - 2 Jun
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
Room was clean and comfy and had everything you needed.
Reviewed on 11 May 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.
Things to do
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
฿1,437
per adult
98% of travellers recommend
From Lexington: Kentucky Horse Farms Tour
฿1,884
per adult
100% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
฿1,884
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.