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
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
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
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!
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

P5,562
per adult
Lexington: Downtown Walking Food & History Tour
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: Ashland Henry Clay Estate Ticket with Guided Tour

Lexington: Ashland Henry Clay Estate Ticket with Guided Tour

P1,405
per adult
80% of travellers recommend
Lexington: Ashland Henry Clay Estate Ticket with Guided Tour
See all activities in Lexington

Top hotels in Castlewood

Elwood Hotel & Suites
Elwood Hotel & Suites
4 out of 5
444 Parkway Drive, Lexington, KY
The price is P5,548 per night from Jun 29 to Jun 30
P5,548
P6,440 total
Jun 29 - Jun 30
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! (1,006 reviews)
Love this place!
"I adore this hotel. I already knew I loved the restaurant and having the opportunity to spend the night confirmed what I suspected. The rooms are great, too!"

Reviewed on Jun 26, 2025

Elwood Hotel & Suites
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 P4,751 per night from Jul 20 to Jul 21
P4,751
P5,514 total
Jul 20 - Jul 21
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! (1,003 reviews)
"The staff is nice, but the property is somewhat in need of repair. The pool and the hot tub area particularly needs repair and has some repaired water damage and in need of some repairs to the shower faucet etc. Accommodations within the room are just fine and the location is perfect."

Reviewed on Jun 26, 2025

Fairfield Inn & Suites by Marriott Lexington North
Spark by Hilton Lexington Hamburg
Spark by Hilton Lexington Hamburg
2.5 out of 5
2381 Buena Vista Rd, Lexington, KY
The price is P3,606 per night from Jul 5 to Jul 6
P3,606
P4,185 total
Jul 5 - Jul 6
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! (29 reviews)
"Great people great location very clean"

Reviewed on Jun 23, 2025

Spark by Hilton Lexington Hamburg
The Manchester
The Manchester
4 out of 5
941 Manchester St, Lexington, KY
The price is P10,033 per night from Jul 8 to Jul 9
P10,033
P12,630 total
Jul 8 - Jul 9
includes taxes & fees
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. ...
9.4/10 Exceptional! (890 reviews)
"Very friendly staff, from check in to bar/restaurant to valets. That's not an accident. And the place is beautfiful, tidy and a little quirky. Would definitely stay again."

Reviewed on Jun 24, 2025

The Manchester
Hilton Lexington/Downtown
Hilton Lexington/Downtown
3.5 out of 5
369 West Vine Street, Lexington, KY
The price is P7,842 per night from Jul 4 to Jul 5
P7,842
P9,102 total
Jul 4 - Jul 5
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (1,005 reviews)
"The staff was excellent, extremely kind and made you feel at home. On site dining options including Starbucks coffee in the morning. Was going to concerts at rupp arena which is right across the street."

Reviewed on Jun 27, 2025

Hilton Lexington/Downtown
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 P5,817 per night from Jul 6 to Jul 7
P5,817
P6,752 total
Jul 6 - Jul 7
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! (1,010 reviews)
Good place for a night or two
"Good place, it is just getting old without having any updates. It had peeling paint, old carpet, things like that. Good place to stay for a night or two. Rooms were clean and comfortable."

Reviewed on Jun 24, 2025

Embassy Suites by Hilton Lexington/UK Coldstream
See all 834 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 West Sixth Brewing 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 revro burger from Stella's Kentucky Deli in Lexington - premium colcord farm beef, topped with a fried green tomato, bacon, jack cheese, basil mayo and lettuce. A sort of hidden place in what appears to be an old house. They also make their own specialty sodas with unique flavors such as lavender, geranium/rose and jalapeno.

West Suburb

While visiting West Suburb, you might make a stop by sights like Mary Todd Lincoln House and Explorium.

West Suburb

Castlewood