Castlewood Holidays
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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 €184 per night from 22 Mar to 23 Mar
€184
22 Mar - 23 Mar
includes taxes & fees
9.6/10 Exceptional! (1,183 reviews)
Remarkable MCM hotel with unique taste throughout. Friendly staff. Cozy bar, restaurant and lounge.
Reviewed on 2 Mar 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
The price is €110 per night from 15 Mar to 16 Mar
€110
15 Mar - 16 Mar
includes taxes & fees
8.6/10 Excellent! (617 reviews)
Everything was perfect! Beautiful place.
Reviewed on 1 Mar 2026
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is €151 per night from 31 Mar to 1 Apr
€151
31 Mar - 1 Apr
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Staff was incredible and the hotel was immaculate. Incredible location as well..
Reviewed on 6 Mar 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.
Popular places to visit
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.
Things to do
Experience Rebecca Ruth Chocolate Tour & Museum!
€8
per adult
80% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
€50
per adult
90% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum
€8
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.