Castlewood, KY

Lexington

Popular places to visit

Kentucky Horse Park showing land animals

Kentucky Horse Park

4.5/5(328 reviews)

Experience the exciting worlds of horses and horseracing at this equine theme park with multiple museums in the middle of Kentucky’s horse country.

Kentucky Horse Park
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 fountain

Eastern Kentucky University

4.5/5(170 reviews)

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

4.5/5(24 reviews)

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
Recreation of the fort Daniel Boone settled. Informative and friendly docents.

Fort Boonesborough State Park

4.5/5(38 reviews)

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

Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

$30
per traveler
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries
Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

$10
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

$99
per adult
Lexington: Downtown Walking Food & History Tour
Lexington: Ashland Henry Clay Estate Ticket with Guided Tour

Lexington: Ashland Henry Clay Estate Ticket with Guided Tour

$25
per adult
80% of travellers recommend
Lexington: Ashland Henry Clay Estate Ticket with Guided Tour
Private Tour of Horses Bourbon and Chocolate Delights in Kentucky

The Bourbon tours: Buffalo Trace , Whiskey Thief & Jeptha Creed

$260
per adult
The Bourbon tours: Buffalo Trace , Whiskey Thief & Jeptha Creed
Bites of the Bluegrass Cocktails & Bites Tour

Bites of the Bluegrass Cocktails & Bites Tour

$105
per adult
Bites of the Bluegrass Cocktails & Bites Tour
See all activities in Lexington

Castlewood Hotel Deals

Spark by Hilton Lexington Hamburg
Spark by Hilton Lexington Hamburg
2.5 out of 5
2381 Buena Vista Rd, Lexington, KY
$67 nightly
The price is $78 total per night from Jul 25 to Jul 26
$78 total
Jul 25 - Jul 26
Total includes taxes and 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! (51 reviews)
Great stay, will be back again
"Nice property, and well cared for. The breakfast offerings may have included a better fruit selection before I came down. That would be the only improvement I would suggest."

Reviewed on Jul 10, 2025

Spark by Hilton Lexington Hamburg
Hilton Lexington/Downtown
Hilton Lexington/Downtown
3.5 out of 5
369 West Vine Street, Lexington, KY
$152 nightly
The price is $177 total per night from Jul 20 to Jul 21
$177 total
Jul 20 - Jul 21
Total includes taxes and 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! (1,004 reviews)
Nice place
"It is a great area to stay. Hotel was clean & undated. All the staff were friendly & professional. My only complaint is that the air conditioning wouldn’t cool enough."

Reviewed on Jul 9, 2025

Hilton Lexington/Downtown
Quality Inn Lexington -Horse Park
Quality Inn Lexington -Horse Park
2.5 out of 5
1938 Stanton Way, Bldg A, Lexington, KY
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $82 total per night from Jul 15 to Jul 16
$82 total
Jul 15 - Jul 16
Total includes taxes and 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! (1,635 reviews)
"This has been are favorite stop for several years. Friendly, clean, easy on off highway."

Reviewed on Jul 11, 2025

Quality Inn Lexington -Horse Park
Elwood Hotel & Suites
Elwood Hotel & Suites
4 out of 5
444 Parkway Drive, Lexington, KY
$109 nightly
The price is $127 total per night from Jul 13 to Jul 14
$127 total
Jul 13 - Jul 14
Total includes taxes and 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)
"A great value for the price! Definitely not your average generic chain hotel. Lobby and patio are very clean and unique. Wished we had time for a drink on the patio. Rooms very big, clean and comfortable. We will definitely stay again. Less than 10 mins from UK so convenient for parents."

Reviewed on Jul 9, 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
$80 nightly
The price is $93 total per night from Jul 29 to Jul 30
$93 total
Jul 29 - Jul 30
Total includes taxes and 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! (1,007 reviews)
"Everyone was very nice and helpful"

Reviewed on Jul 11, 2025

Fairfield Inn & Suites by Marriott Lexington North
GuestHouse Lexington
GuestHouse Lexington
2.5 out of 5
2261 Elkhorn Road, Lexington, KY
$69 nightly
The price is $80 total per night from Jul 20 to Jul 21
$80 total
Jul 20 - Jul 21
Total includes taxes and 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! (1,243 reviews)
"It was spacious and clean"

Reviewed on Jul 9, 2025

GuestHouse Lexington
See all 823 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 neighborhoods 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

4.5/5(81 area reviews)

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

4.5/5(27 area reviews)

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

4/5(1 area review)

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
See our Where To Stay guide

Castlewood, KY

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