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
Lexington showing tranquil scenes and farmland

Downtown Lexington

1 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

Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street Lexington KY
The price is NT$3,842 per night from Dec 17 to Dec 18
NT$3,842
NT$4,460 total
Dec 17 - Dec 18
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Clean room however toilet did not work properly.

Reviewed on 2025/11/17

Hilton Lexington/Downtown
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is NT$4,815 per night from Dec 21 to Dec 22
NT$4,815
NT$6,136 total
Dec 21 - Dec 22
includes taxes & fees
9.4/10 Exceptional! (1,055 reviews)
Amazing night at the Manchester, the room was luxurious, food and drinks even more so. Thank you to the staff and patrons for making it a wonderful evening.

Reviewed on 2025/11/24

The Manchester
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road Lexington KY
Fully refundableReserve now, pay when you stay
The price is NT$1,849 per night from Dec 7 to Dec 8
NT$1,849
NT$2,146 total
Dec 7 - Dec 8
includes taxes & fees
8.2/10 Very Good! (1,468 reviews)
Yes

Reviewed on 2025/11/22

GuestHouse Lexington
See all 840 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.

Discover the most popular places to visit in Castlewood

In a hores eye #2

University of Kentucky

4.5/5(384 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.

University of Kentucky
It's beginning to look a lot like Christmas.

Fayette Mall

4.5/5(321 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.

Fayette Mall
The Lexington Opera House.

Lexington Opera House

4/5(44 reviews)

You can enjoy a show at Lexington Opera House during your stay in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

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