Castlewood Vacations from ￥301,190
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The Latest Castlewood Vacation Packages
Price found within the past 48 hours. Click for updated prices.
21c Museum Hotel Lexington
Downtown Lexington
per person
Aug 15 - Aug 18
found 10 hours ago
Roundtrip flight included
Nagoya (NGO) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
Wonderful hotel that used to be an old bank. Amazing room and amenities. Would definitely stay again.
Reviewed on Jul 13, 2025
Origin Lexington a Wyndham Hotel
per person
Aug 15 - Aug 18
found 11 hours ago
Roundtrip flight included
Nagoya (NGO) to Lexington (LEX)
9.6/10 Exceptional! (1,000 reviews)
The decor is wonderful, amenities were exactly what we needed, and the staff was spectacular. We spoke with several staff in both the hotel and bar and everyone was warm and knowledgeable
Reviewed on Jul 11, 2025
The Sire Hotel Lexington, Tapestry Collection by Hilton
Downtown Lexington
per person
Aug 15 - Aug 18
found 10 hours ago
Roundtrip flight included
Nagoya (NGO) to Lexington (LEX)
9.4/10 Exceptional! (809 reviews)
Very nice staff. Room was great. Very clean. Comfortable bed. Definitely would stay here again
Reviewed on Jul 12, 2025
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
4.5/5(27 area reviews)
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 ￥9,900 per night from Jul 25 to Jul 26
￥9,900
￥11,491 total
Jul 25 - Jul 26
includes taxes & fees
8.8/10 Excellent! (54 reviews)
"Good"
Reviewed on Jul 12, 2025
Hilton Lexington/Downtown
369 West Vine Street, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is ￥22,431 per night from Jul 20 to Jul 21
￥22,431
￥26,036 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
"Properrty is downtown. After sunset it us not a great neighborhood."
Reviewed on Jul 12, 2025
Quality Inn Lexington -Horse Park
1938 Stanton Way, Bldg A, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is ￥10,071 per night from Jul 16 to Jul 17
￥10,071
￥11,689 total
Jul 16 - Jul 17
includes taxes & fees
8.2/10 Very Good! (1,635 reviews)
"This has been are favorite stop for several years. Friendly, clean, easy on off highway."
Reviewed on Jul 11, 2025
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
Kentucky Horse Park
4.5/5(328 reviews)
Explore Kentucky Horse Park, a favorite green space in Lexington, and also enjoy the area's horseback riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.
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.
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.
Things to do
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
￥6,075
per adult
98% of travellers recommend
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries
￥4,338
per traveler
Experience Rebecca Ruth Chocolate Tour & Museum!
￥1,447
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.