Castlewood
Lexington
Visit Castlewood
Stay near popular Castlewood attractions
Things to do
Unique Horse Farm Tours with Insider Access to Private Farms
CA $83
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
CA $138
per adult
100% of travellers recommend
Bites of the Bluegrass Cocktails & Bites Tour
CA $175
per adult
100% of travellers recommend
Castlewood Hotel Deals
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
The price is CA $90 per night from Oct 26 to Oct 27
CA $90
CA $105 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
21c Museum Hotel Lexington
167 West Main Street Lexington KY
The price is CA $194 per night from Nov 8 to Nov 9
CA $194
CA $232 total
Nov 8 - Nov 9
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. ...
The Manchester
941 Manchester St Lexington KY
The price is CA $247 per night from Nov 17 to Nov 18
CA $247
CA $311 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
The price is CA $144 per night from Nov 15 to Nov 16
CA $144
CA $195 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this luxury resort in Lexington. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff ...
Quality Inn Lexington -Horse Park
1938 Stanton Way Lexington KY
The price is CA $81 per night from Nov 8 to Nov 9
CA $81
CA $94 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this golf hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Origin Lexington a Wyndham Hotel
4174 Rowan Lexington KY
The price is CA $202 per night from Nov 15 to Nov 16
CA $202
CA $235 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
9.4/10 Exceptional! (1,003 reviews)
"There was a small issue with our room, unfortunately it was after hours so the front desk staff, although very kind, were unable to correct the issue. We were able to contact the general manager and he was able to get us to another room very quickly. Over all a good stay!"
Reviewed on Oct 16, 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.
Where to stay in Castlewood
Find the best Castlewood areas and neighborhoods for the activities you enjoy most. Learn more about Castlewood
Learn more about Castlewood
Photo by Geraldine Soh
Open Photo by Geraldine Soh
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Explorium.
Liberty Area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.
Photo by Hyelsinta
Open Photo by Hyelsinta
Northside District
If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.
Photo by Hyelsinta
Open Photo by Hyelsinta
Historic South Hill
While Historic South Hill might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.
Beaumont Residential
If you're looking for some top things to see and do in Beaumont Residential and surrounding area, you can visit Kentucky Aviation Museum and Keeneland Racing Course.
Castlewood
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