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
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$261 per night from 19 July to 20 July
NZ$261
19 July - 20 July
includes taxes & fees
8.4/10 Very good! (742 reviews)
"This hotel is dated. While the room itself has been cosmetically updated (floors, bathrooms are nice) and the hotel offers some of the rooms with balconies which is a very nice perk, the room I stayed in was hotter than Hades and probably needs the HVAC to be updated. I had to run out to Wal-Mart ..."
Reviewed on 8 July 2026
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$408 per night from 22 July to 23 July
NZ$408
22 July - 23 July
includes taxes & fees
9.6/10 Exceptional! (1,345 reviews)
"Loved everything about this hotel"
Reviewed on 6 July 2026
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$232 per night from 2 Aug to 3 Aug
NZ$232
2 Aug - 3 Aug
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Room size"
Reviewed on 8 July 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.
Stay near popular Castlewood attractions
Activities
Unique Horse Farm Tours with Insider Access to Private Farms
NZ$104
per adult
90% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
NZ$18
per adult
80% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum
NZ$18
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.