Castlewood Vacations
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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
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.
Northside District
If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.
Liberty Area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.
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 Hotel Deals
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
￥24,921
￥31,702 total
Sep 7 - Sep 8
includes taxes & fees
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
￥18,505
￥24,667 total
Sep 6 - Sep 7
includes taxes & fees
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
￥16,869
￥19,579 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (1,021 reviews)
"Very professional and courteous staff. Rooms and hallways quiet which was nice. Got room here twice on a trip driving to and from our destination. Second time of staying here the room did not seem as clean, and again there were no towels at the pool which happened the first stay too, however, the ..."
Reviewed on Aug 14, 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.
Stay near popular Castlewood attractions
Castlewood Park
Castlewood Park is just one of the places to see in Lexington, so why not enjoy the other things to explore during your travels? Attend a sporting event or visit the shops in this family-friendly area.
Loudoun House
Find out about the history of Lexington when you take a trip to Loudoun House. Make time for the shops and horseback riding in this family-friendly area.
Things to do
Experience Rebecca Ruth Chocolate Tour & Museum!
￥1,596
per adult
80% of travellers recommend
Lexington: Downtown Walking Food & History Tour
￥15,801
per adult
100% of travellers recommend
Distillery District Food & History Tour in Lexington
￥19,951
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.