Castlewood
Lexington
Visit Castlewood
Stay near popular Castlewood attractions
Things to do
Unique Horse Farm Tours with Insider Access to Private Farms
CA $82
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
CA $137
per adult
100% of travellers recommend
Bites of the Bluegrass Cocktails & Bites Tour
CA $173
per adult
100% of travellers recommend
Castlewood Hotel Deals
Hyatt Regency Lexington
401 W High St Lexington KY
The price is CA $165 per night from Sep 7 to Sep 8
CA $165
CA $192 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Sep 6 to Sep 7
CA $143
CA $194 total
Sep 6 - Sep 7
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 ...
The Manchester
941 Manchester St Lexington KY
The price is CA $248 per night from Sep 7 to Sep 8
CA $248
CA $312 total
Sep 7 - Sep 8
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 ...
9.6/10 Exceptional! (1,414 reviews)
"Amazing hotel and staff - highly recommend."
Reviewed on Aug 31, 2026
21c Museum Hotel Lexington
167 West Main Street Lexington KY
The price is CA $160 per night from Sep 21 to Sep 22
CA $160
CA $192 total
Sep 21 - Sep 22
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. ...
Holiday Inn Express Lexington - Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
The price is CA $116 per night from Sep 7 to Sep 8
CA $116
CA $135 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.4/10 Exceptional! (2,251 reviews)
"The hotel is clean, easily accessible from major highways, and in a safe area. The front desk staff was helpful, quick with check in, and polite. The week we stayed, we were in a number of different hotels and this was by far the best. Rooms are clean, supplied fully, and quiet. Excellent ..."
Reviewed on Sep 1, 2026
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Sep 6 to Sep 7
CA $164
CA $191 total
Sep 6 - Sep 7
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (1,009 reviews)
"Everything was excellent!! No exaggeration!! The room was well designed. Bed was comfortable. The bar and lounge was very accommodating. Location was very good. Food served was great especially the buffet breakfast! And most of all the staff working in the hotel was professional and accommodating ..."
Reviewed on Aug 31, 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 Jeff Rogers /Lexington Convention and Visitors Bureau
Open Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Liberty Area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.
Photo by Lexington Convention and Visitors Bureau/Gene Burch
Open Photo by Lexington Convention and Visitors Bureau/Gene Burch
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.
Picadome
When in Picadome, you can plan a visit to Kroger Field and Red Mile Racetrack, some noteworthy sights in the nearby area.
Castlewood
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