Castlewood

Lexington

Popular places to visit

Kentucky Horse Park

Kentucky Horse Park

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.

Kentucky Horse Park
University of Kentucky

University of Kentucky

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
Fayette Mall

Fayette Mall

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
Eastern Kentucky University

Eastern Kentucky University

Enjoy the collegiate vibe when you visit Eastern Kentucky University, during your travels in Richmond. While in this family-friendly area, you can savor the top-notch restaurants.

Eastern Kentucky University
The Kentucky Castle

The Kentucky Castle

Enjoy a trip to The Kentucky Castle and popular activities like horseback riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.

The Kentucky Castle
Fort Boonesborough State Park

Fort Boonesborough State Park

Find out about the history of Richmond when you spend time at Fort Boonesborough State Park. While in this family-friendly area, you can savor the top-notch restaurants.

Fort Boonesborough State Park

Things to do

Picture 1 for Activity Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

P2,360
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

P1,685
per traveler
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries
Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

P562
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
Mary Todd Lincoln House Self Guided Tour Ticket

Mary Todd Lincoln House Self Guided Tour Ticket

P919
per adult
90% of travellers recommend
Mary Todd Lincoln House Self Guided Tour Ticket
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

P5,562
per adult
Lexington: Downtown Walking Food & History Tour
All Day Exclusive Bourbon Tour

All Day Exclusive Bourbon Tour

P67,979
per adult
All Day Exclusive Bourbon Tour
See all activities in Lexington

Top hotels in Castlewood

Quality Inn Lexington -Horse Park
Quality Inn Lexington -Horse Park
2.5 out of 5
1938 Stanton Way, Bldg A, Lexington, KY
The price is P3,740 per night from Jul 21 to Jul 22
P3,740
P4,341 total
Jul 21 - Jul 22
includes taxes & fees
Book a stay at this golf hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,631 reviews)
"Ice machine were all broken. Luggage carts were broken too. Room was clean & quiet."

Reviewed on Jun 24, 2025

Quality Inn Lexington -Horse Park
Spark by Hilton Lexington Hamburg
Spark by Hilton Lexington Hamburg
2.5 out of 5
2381 Buena Vista Rd, Lexington, KY
The price is P3,786 per night from Aug 3 to Aug 4
P3,786
P4,394 total
Aug 3 - Aug 4
includes taxes & fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8.8/10 Excellent! (38 reviews)
"The guy at the front desk was very friendly and helpful. The only issue I would say that I had is when I try to extend for one night the female in the front desk could not do so stating that it will be $190 just to extend for one night. Which made me check out and go check in at another hotel."

Reviewed on Jun 29, 2025

Spark by Hilton Lexington Hamburg
Embassy Suites by Hilton Lexington/UK Coldstream
Embassy Suites by Hilton Lexington/UK Coldstream
3.5 out of 5
1801 Newtown Pike, Lexington, KY
The price is P6,613 per night from Aug 3 to Aug 4
P6,613
P7,676 total
Aug 3 - Aug 4
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the ...
8.6/10 Excellent! (1,006 reviews)
"Clean, professional staff…I like the way each room has a view of the atrium!"

Reviewed on Jul 1, 2025

Embassy Suites by Hilton Lexington/UK Coldstream
Fairfield Inn & Suites by Marriott Lexington North
Fairfield Inn & Suites by Marriott Lexington North
3 out of 5
2100 Hackney Pl, Lexington, KY
The price is P4,736 per night from Jul 13 to Jul 14
P4,736
P5,497 total
Jul 13 - Jul 14
includes taxes & fees
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,002 reviews)
"It was ok. The wayer pressure is awful."

Reviewed on Jul 2, 2025

Fairfield Inn & Suites by Marriott Lexington North
Elwood Hotel & Suites
Elwood Hotel & Suites
4 out of 5
444 Parkway Drive, Lexington, KY
The price is P6,145 per night from Jul 6 to Jul 7
P6,145
P7,133 total
Jul 6 - Jul 7
includes taxes & fees
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our ...
9.2/10 Wonderful! (1,001 reviews)
"Great location, great sized rooms!"

Reviewed on Jul 2, 2025

Elwood Hotel & Suites
GuestHouse Lexington
GuestHouse Lexington
2.5 out of 5
2261 Elkhorn Road, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is P3,869 per night from Jul 14 to Jul 15
P3,869
P4,490 total
Jul 14 - Jul 15
includes taxes & fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,231 reviews)
"Good 👍"

Reviewed on Jun 30, 2025

GuestHouse Lexington
See all 832 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.

Other neighbourhoods around Castlewood

Such a cool place. Good brews and the pizza truck is on point!

North Upper Street

North Upper Street might not have many top sights, but Lexington Opera House and Mary Todd Lincoln House are two attractions nearby that you can check out.

North Upper Street
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Kenwick

While Kenwick isn't home to many top sights, Ashland Henry Clay Estate and Lexington Memorial Coliseum are some notable places to visit nearby.

Kenwick
Amazing piece of art. Finally got to see it in person

Martin Luther King

If you're spending some time in Martin Luther King, Lyric Theatre and Cultural Arts Center and Downtown Arts Center are top sights worth seeing.

Martin Luther King
Lexington showing tranquil scenes and farmland

Northside District

If you're spending some time in Northside District, Lexington Opera House and Bluegrass Distillers Downtown Lexington are top sights worth seeing.

Northside District
Lexington showing tranquil scenes and farmland

Downtown Lexington

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

Downtown Lexington
The first United Methodist church downtown Lexington.

Historic South Hill

While Historic South Hill might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.

Historic South Hill

Castlewood