Castlewood Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 ￥16,696 per night from Jul 5 to Jul 6
￥16,696
￥22,615 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very Good! (711 reviews)
"Paid extra for a balcony room and was on second floor. Paid for 2 queen beds and beds were double beds"

Reviewed on Jun 25, 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 ￥27,388 per night from Jul 2 to Jul 3
￥27,388
￥34,606 total
Jul 2 - Jul 3
includes taxes & fees
9.6/10 Exceptional! (1,337 reviews)
"Love it here and try to stay here every time I’m in Lexington."

Reviewed on Jun 26, 2026

The Manchester
Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

2.5 out of 5
1938 Stanton Way Lexington KY
Fully refundableReserve now, pay when you stay
The price is ￥10,015 per night from Jul 2 to Jul 3
￥10,015
￥11,624 total
Jul 2 - Jul 3
includes taxes & fees
8.2/10 Very Good! (1,579 reviews)
"Decent for the price paid."

Reviewed on Jun 25, 2026

Quality Inn Lexington -Horse Park
See all 859 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

Things to do

Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

￥1,600
per adult
80% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

￥15,835
per adult
100% of travellers recommend
Lexington: Downtown Walking Food & History Tour
Buffalo Trace, Bulleit Distilling and Rabbit Hole Bourbon Tour

Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour

￥43,986
per adult
Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour
See all activities in Lexington
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.