Castlewood Vacation Packages
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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
4/5(1 area review)
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Castlewood Hotel Deals
Spark by Hilton Lexington Hamburg
2381 Buena Vista Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from May 20 to May 21
CA $99
CA $115 total
May 20 - May 21
includes taxes & fees
8.8/10 Excellent! (436 reviews)
Room was clean, pool was nice and cool, staff was great
Reviewed on Apr 16, 2026
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is CA $134 per night from May 3 to May 4
CA $134
CA $156 total
May 3 - May 4
includes taxes & fees
9.4/10 Exceptional! (2,178 reviews)
Breakfast was very good and a lot of choices. Parking lot seemed safe and well-lit. Television remote control barely responsive and had a gummy/sticky compromised outer case that wiping down did not help.
Reviewed on Apr 18, 2026
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from May 17 to May 18
CA $202
CA $259 total
May 17 - May 18
includes taxes & fees
9.6/10 Exceptional! (1,241 reviews)
The hotel is absolutely remarkable. The style the feel the food was all great. The staff goes above and beyond to make sure you have an amazing experience. Would highly recommend.
Reviewed on Apr 17, 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.
Discover the most popular places to visit in Castlewood
University of Kentucky
4.5/5(8 reviews)
Explore the campus of University of Kentucky, during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Fayette Mall
4.5/5(12 reviews)
You can find the perfect gifts to bring home at Fayette Mall during your stay in Lexington. Discover the area's acclaimed theater scene, or seek out its horseback riding.
The Kentucky Castle
Enjoy a trip to The Kentucky Castle and popular activities like horseback riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Things to do
Unique Horse Farm Tours with Insider Access to Private Farms
CA $81
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
CA $136
per adult
Bites of the Bluegrass Cocktails & Bites Tour
CA $144
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.