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
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.
Top hotels in Castlewood
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿5,504 per night from 1 Feb to 2 Feb
฿5,504
฿6,928 total
1 Feb - 2 Feb
includes taxes & fees
9.4/10 Exceptional! (1,133 reviews)
Beautiful room. Nice stay.
Reviewed on 16 Jan 2026
Spark by Hilton Lexington Hamburg
2381 Buena Vista Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿1,883 per night from 29 Jan to 30 Jan
฿1,883
฿2,185 total
29 Jan - 30 Jan
includes taxes & fees
8.6/10 Excellent! (322 reviews)
Very clean room and great amenities.
Reviewed on 17 Jan 2026
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿3,127 per night from 1 Feb to 2 Feb
฿3,127
฿3,630 total
1 Feb - 2 Feb
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Clean room love this place
Reviewed on 17 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.
Things to do
Unique Horse Farm Tours with Insider Access to Private Farms
฿1,856
per adult
90% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
฿315
per adult
80% of travellers recommend
Lexington: Downtown Walking Food & History Tour
฿3,114
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.