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
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
100 Canebrake Drive Lexington KY
Fully refundableReserve now, pay when you stay
The price is €91 per night from 21 Jun to 22 Jun
€91
21 Jun - 22 Jun
includes taxes & fees
8.8/10 Excellent! (1,165 reviews)
"The property was clean and the people were friendly, but one of the reasons we chose this place was because they offered cribs and we're traveling with twin babies. It turns out, they actually have just one pack-and-play (they had two, but one is broken). We had to figure out how to make our own ..."
Reviewed on 6 Jun 2026
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is €106 per night from 29 Jun to 30 Jun
€106
29 Jun - 30 Jun
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
"Clean and staff was very helpful."
Reviewed on 4 Jun 2026
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is €196 per night from 1 Jul to 2 Jul
€196
1 Jul - 2 Jul
includes taxes & fees
9.6/10 Exceptional! (1,309 reviews)
"This property is as advertised, a cool historic older B&B that’s got lots of character and is centrally located. The breakfast is solid and the Inn Keeper is a really nice guy who personalizes the experience. Their outdoor patio is very nice."
Reviewed on 5 Jun 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
Kentucky Horse Park
Kentucky Horse Park is a popular place to visit in Lexington and nearby activities include horse riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.
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.
Things to do
Experience Rebecca Ruth Chocolate Tour & Museum!
€9
per adult
80% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
€51
per adult
90% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum
€9
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.