Castlewood Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
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.
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 NZ$338 per night from 12 Jan to 13 Jan
NZ$338
12 Jan - 13 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (1,093 reviews)
Lovely hotel, comforting woodsy scent infused, nice big walk-in shpwer
Reviewed on 22 Dec 2025
Motel 6 Lexington, KY - Airport
750 Newtown Court Lexington KY
Fully refundable
The price is NZ$102 per night from 8 Jan to 9 Jan
NZ$102
8 Jan - 9 Jan 2026
includes taxes & fees
5.8/10 (1,002 reviews)
Welcoming
Reviewed on 19 Dec 2025
Candlewood Suites Lexington Medical District by IHG
501 Waller Avenue Lexington KY
Fully refundable
The price is NZ$155 per night from 1 Jan to 2 Jan
NZ$155
1 Jan - 2 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (827 reviews)
Great!
Reviewed on 25 Dec 2025
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
Kentucky Horse Park
Enjoy a trip to Kentucky Horse Park and popular activities such as horse riding in Lexington. 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.
Red Mile Racetrack
Enjoy a trip to Red Mile Racetrack and popular activities such as horse riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Activities
Lexington: Downtown Walking Food & History Tour
NZ$171
per adult
Distillery District Food & History Tour in Lexington
NZ$171
per adult
Unique Horse Farm Tours with Insider Access to Private Farms
NZ$92
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.