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
A parade with people in colorful costumes on a wet street.

Downtown Lexington

2 out of top 10 points of interest in this area
4.5/5(27 area reviews)

While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.

Find hotels in Downtown Lexington

Castlewood Hotel Deals

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

4.5 out of 5
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
The price is ₩167,311 per night from Jul 20 to Jul 21
₩167,311
₩224,290 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (743 reviews)
"This hotel is dated. While the room itself has been cosmetically updated (floors, bathrooms are nice) and the hotel offers some of the rooms with balconies which is a very nice perk, the room I stayed in was hotter than Hades and probably needs the HVAC to be updated. I had to run out to Wal-Mart ..."

Reviewed on Jul 8, 2026

Marriott Lexington Griffin Gate Golf Resort & Spa
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is ₩283,015 per night from Aug 9 to Aug 10
₩283,015
₩354,694 total
Aug 9 - Aug 10
includes taxes & fees
9.6/10 Exceptional! (1,345 reviews)
"Loved everything about this hotel"

Reviewed on Jul 6, 2026

The Manchester
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is ₩171,494 per night from Jul 26 to Jul 27
₩171,494
₩199,052 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Room size"

Reviewed on Jul 8, 2026

DoubleTree Suites by Hilton Hotel Lexington
See all 861 properties in Castlewood
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

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.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.