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Our top choices for Castlewood hotels

Lobby
MainStay Suites Lexington I-75

MainStay Suites Lexington I-75

MainStay Suites Lexington I-75
2.5 star property
5.4 km from Castlewood
8.0 out of 10, Very Good, (249)
"We loved our stay and the room. Wish it was longer! Great place to stay! We will always stay here when we come to Lexington for Kentucky/ Florida games. "
United States
Jodie
The price is ₩102,502
₩118,974 total
includes taxes & fees
Dec 29 - Dec 30
MainStay Suites Lexington I-75
Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace
Hampton Inn Winchester

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
26.6 km from Castlewood
9.2 out of 10, Wonderful, (452)
"Would stay there again"
United States
Patricia
The price is ₩164,695
₩181,560 total
includes taxes & fees
Dec 30 - Dec 31
Hampton Inn Winchester
Exterior
Holiday Inn Express Hotel & Suites Lexington-Downtown by IHG

Holiday Inn Express Hotel & Suites Lexington-Downtown by IHG

Holiday Inn Express Hotel & Suites Lexington-Downtown by IHG
2.5 star property
South Broadway Park, 4.3 km from Castlewood
8.8 out of 10, Excellent, (1001)
"Welcoming staff, clean room and great location!"
United States
Agnieszka
The price is ₩118,216
₩137,213 total
includes taxes & fees
Dec 30 - Dec 31
Holiday Inn Express Hotel & Suites Lexington-Downtown by IHG
Property amenity
Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG
2.5 star property
South Broadway Park, 5.1 km from Castlewood
9.2 out of 10, Wonderful, (827)
"Friendly helpful front desk staff, Clean rooms and the Lobby decorated like Whoville is awesome. "
United States
Melissa
The price is ₩112,449
₩130,520 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Candlewood Suites Lexington Medical District by IHG
Indoor pool, open 7:00 AM to 11:00 PM, sun loungers
Clarion Hotel Conference Center Lexington North

Clarion Hotel Conference Center Lexington North

Clarion Hotel Conference Center Lexington North
3.0 star property
5.1 km from Castlewood
7.6 out of 10, Good, (1003)
"My stay was great! Enjoyed the hot tub and a awesome dinner at Sedona. Looking forward to staying again when im in town!"
United States
Perry
The price is ₩115,261
₩133,783 total
includes taxes & fees
Dec 29 - Dec 30
Clarion Hotel Conference Center Lexington North
Lobby sitting area
Best Western Lexington Inn

Best Western Lexington Inn

Best Western Lexington Inn
2.5 star property
4.2 km from Castlewood
8.6 out of 10, Excellent, (603)
"Check-in was quick and easy, staff was very friendly and helpful, room was clean "
United States
Shelby
The price is ₩113,891
₩132,193 total
includes taxes & fees
Dec 29 - Dec 30
Best Western Lexington Inn
Restaurant
Residence Inn by Marriott Lexington City Center

Residence Inn by Marriott Lexington City Center

Residence Inn by Marriott Lexington City Center
3.0 star property
Downtown Lexington, 2.6 km from Castlewood
9.2 out of 10, Wonderful, (277)
"Perfect place to stay while in Lexington for an event at Rupp Arena!"
United States
Kim
The price is ₩250,849
₩291,160 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Residence Inn by Marriott Lexington City Center
Exterior detail
Elwood Hotel & Suites

Elwood Hotel & Suites

Elwood Hotel & Suites
4.0 star property
5.1 km from Castlewood
9.4 out of 10, Exceptional, (1009)
"We would stay there again"
United States
John
The price is ₩145,824
₩169,258 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Elwood Hotel & Suites
Exterior
Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG
3.0 star property
8.4 km from Castlewood
9.6 out of 10, Exceptional, (517)
"Room was great and the hotel looks new. Would stay again "
United States
Jason
The price is ₩139,841
₩162,316 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Staybridge Suites Lexington S Medical Ctr Area by IHG
Lobby
Hyatt Place Lexington

Hyatt Place Lexington

Hyatt Place Lexington
3.0 star property
6.4 km from Castlewood
8.8 out of 10, Excellent, (1005)
"Appreciate the noon check out time; it gave me a morning to work before leaving"
United States
Scott
The price is ₩141,427
₩164,154 total
includes taxes & fees
Dec 29 - Dec 30
Hyatt Place Lexington
Restaurant
The Manchester

The Manchester

The Manchester
4.0 star property
Distillery District, 3.6 km from Castlewood
9.6 out of 10, Exceptional, (1094)
"Such a wonderful hotel and love the lobby for drinks and bar food "
United States
Sharon
The price is ₩232,381
₩294,823 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Manchester
Indoor pool
Courtyard by Marriott Lexington North

Courtyard by Marriott Lexington North

Courtyard by Marriott Lexington North
3.0 star property
3.1 km from Castlewood
8.4 out of 10, Very Good, (1001)
"Friendly staff, clean room"
United States
Jessica
The price is ₩128,308
₩148,927 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Courtyard by Marriott Lexington North
Exterior
Holiday Inn Express Nicholasville by IHG

Holiday Inn Express Nicholasville by IHG

Holiday Inn Express Nicholasville by IHG
2.5 star property
18.9 km from Castlewood
8.8 out of 10, Excellent, (604)
"Yes, staff was great, the room was clean and very comfortable. "
United States
scott G
The price is ₩108,125
₩119,198 total
includes taxes & fees
Dec 30 - Dec 31
Holiday Inn Express Nicholasville by IHG
Property entrance
21c Museum Hotel Lexington

21c Museum Hotel Lexington

21c Museum Hotel Lexington
4.0 star property
Downtown Lexington, 2.6 km from Castlewood
8.8 out of 10, Excellent, (1005)
"Great hotel and location. "
United States
Tammy
The price is ₩219,276
₩261,722 total
includes taxes & fees
Jan 11 - Jan 12, 2026
21c Museum Hotel Lexington
Exterior
Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
19.9 km from Castlewood
9.0 out of 10, Wonderful, (1000)
"Clean and comfortable traveler's hotel with a friendly staff."
United States
Joy
The price is ₩112,738
₩124,282 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Inn & Suites by Radisson, Georgetown, KY
Seasonal outdoor pool
Best Western Winchester Hotel

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
24.1 km from Castlewood
8.4 out of 10, Very Good, (1002)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is ₩128,654
₩141,827 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Best Western Winchester Hotel
Free daily buffet breakfast
SpringHill Suites Lexington Near the University of Kentucky

SpringHill Suites Lexington Near the University of Kentucky

SpringHill Suites Lexington Near the University of Kentucky
3.0 star property
4.2 km from Castlewood
8.8 out of 10, Excellent, (1001)
"Room is clean.Employees are very accommodating.Breakfast is great."
United States
ylva grace
The price is ₩157,833
₩183,197 total
includes taxes & fees
Jan 11 - Jan 12, 2026
SpringHill Suites Lexington Near the University of Kentucky
Bar (on property)
Lexington Marriott City Center

Lexington Marriott City Center

Lexington Marriott City Center
2.5 star property
Downtown Lexington, 2.6 km from Castlewood
9.2 out of 10, Wonderful, (273)
"Beautiful place"
United States
Chris
The price is ₩263,824
₩306,221 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lexington Marriott City Center
Terrace/patio
Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg
3.0 star property
6.5 km from Castlewood
9.2 out of 10, Wonderful, (1004)
"room was very clean- bed was comfortable - breakfast was good."
United States
BRENDA
The price is ₩140,677
₩163,284 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Home2 Suites by Hilton Lexington Hamburg
Lobby
Hyatt Regency Lexington

Hyatt Regency Lexington

Hyatt Regency Lexington
3.5 star property
Downtown Lexington, 2.9 km from Castlewood
8.8 out of 10, Excellent, (1001)
"Clean and staff was very courteous! Great stay!"
United States
Michael
The price is ₩184,532
₩214,186 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hyatt Regency Lexington
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.
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Where to stay in Castlewood

Find the best Castlewood areas and neighborhoods for the activities you enjoy most.
Lexington showing tranquil scenes and farmland
Photo by Lexington Convention and Visitors Bureau/Gene Burch
Open Photo by Lexington Convention and Visitors Bureau/Gene Burch

Downtown Lexington

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

Liberty Area

If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilon are top sights worth seeing.

Lexington featuring farmland and land animals
Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
Open Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

Northside District

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

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.

South Broadway Park

If you're looking for some top things to see and do in South Broadway Park and surrounding area, you can visit Red Mile Racetrack and Kroger Field.

Top Castlewood Hotel Reviews

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

10/10 Excellent
"Great staff and facility. "
Nathan 1-night trip
Posted 2 days ago
Origin Lexington a Wyndham Hotel

Frequently asked questions

What is Castlewood like?
Travelers are sure to enjoy a stay in Lexington's Castlewood neighborhood. Consider a visit to Loudoun House as part of your Castlewood travel plans.
How many hotels will I find in the Castlewood area?
Expedia has 8 Castlewood hotels and other accommodations, and one might make a good home base for venturing out into the greater Lexington area.
If I need to cancel my hotel reservation in Castlewood, will I receive a refund?
Yes! Most hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If your reservation is non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best deals available in Castlewood.
Where can I learn more about changing or cancelling my trip to Castlewood?
For additional details about updating your trip to Castlewood or cancelling it, go to https://www.expedia.com/service/.
What can I see and do in this Lexington neighborhood?
Landmarks in Castlewood that you won't want to miss include Castlewood Park and Loudoun House. Applebee s Park and Legends Field are also worth a visit when you're out sightseeing in Lexington.