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 4.186.911 ₫ per night from 8 Mar to 9 Mar
4.186.911 ₫
5.311.973 ₫ total
8 Mar - 9 Mar
includes taxes & fees
9.4/10 Exceptional! (1,149 reviews)
Clean rooms, friendly staff, and good restaurants. I especially like the music selections played through the hotel.
Reviewed on 30 Jan 2026
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
The price is 3.644.738 ₫ per night from 8 Mar to 9 Mar
3.644.738 ₫
4.230.447 ₫ total
8 Mar - 9 Mar
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Nice quiet room. Staff were very helpful.
Reviewed on 16 Jan 2026
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is 2.888.420 ₫ per night from 15 Feb to 16 Feb
2.888.420 ₫
3.352.589 ₫ total
15 Feb - 16 Feb
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Very cool hotel, good amenities, clean, spacious good price really enjoyed it
Reviewed on 2 Feb 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
Fayette Mall
You can do some window-shopping at Fayette Mall during your trip to Lexington. Discover the area's acclaimed theatre scene or seek out its horse riding.
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.
Eastern Kentucky University
Enjoy the student vibe when you visit Eastern Kentucky University during your travels in Richmond. While in this family-friendly area, you can savour the top-notch restaurants.