Photo by Nawa Aseen

Find Adventure Hotels in Winchester, KY

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Adventure Hotels

Our top choices for Winchester adventure hotels

Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.

Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Winchester
10.0 out of 10, Exceptional, (42)
"Beautiful location and great service. The owner was very responsive and provided great value for the stay."
United States
Spencer H.
The price is SAR 910
SAR 1,227 total
includes taxes & fees
15 Dec - 16 Dec
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.

Hampton Inn I-75 Lexington/Hamburg Area

Hampton Inn I-75 Lexington/Hamburg Area
2.5 star property
Lexington
8.6 out of 10, Excellent, (955)
"Rooms were clean, customer service was excellent, they had a great breakfast and all the staff was super friendly. Would definitely stay again."
United States
Megan
The price is SAR 267
SAR 310 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn I-75 Lexington/Hamburg Area

GLō Best Western Lexington

GLō Best Western Lexington
3.0 star property
Lexington
9.4 out of 10, Exceptional, (2269)
"Room was clean, staff was very helpful, easy parking, decent breakfast"
Canada
Christian
The price is SAR 351
SAR 407 total
includes taxes & fees
21 Dec - 22 Dec
GLō Best Western Lexington

Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very Good, (633)
"Really great place to stay. "
United States
Barbara
The price is SAR 330
SAR 364 total
includes taxes & fees
16 Dec - 17 Dec
Black Bear Lodge Motel

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1783)
"Front desk staff was super nice, room was perfect as we were hiking and needed a place to relax and get some sleep! "
United States
Kathy
Natural Bridge State Resort Park

Holiday Inn Express Nicholasville by IHG

Holiday Inn Express Nicholasville by IHG
2.5 star property
Nicholasville
8.8 out of 10, Excellent, (603)
"Yes, staff was great, the room was clean and very comfortable. "
United States
scott G
The price is SAR 311
SAR 343 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Nicholasville by IHG

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton
4.0 star property
Lexington
8.2 out of 10, Very Good, (1000)
"Room was nice and front desk folks were warm and courteous. "
United States
Keith
The price is SAR 364
SAR 422 total
includes taxes & fees
8 Jan - 9 January 2026
The Campbell House Lexington, Curio Collection by Hilton

Comfort Suites Keeneland

Comfort Suites Keeneland
2.5 star property
Beaumont Residential
7.8 out of 10, Good, (1002)
"Nice place to stay"
United States
Jason
The price is SAR 334
SAR 388 total
includes taxes & fees
15 Dec - 16 Dec
Comfort Suites Keeneland

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington
4.0 star property
Lexington
8.8 out of 10, Excellent, (1008)
"Great stay"
United States
John
The price is SAR 366
SAR 425 total
includes taxes & fees
26 Dec - 27 Dec
DoubleTree Suites by Hilton Hotel Lexington

"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub

"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub
Stanton
9.6 out of 10, Exceptional, (15)
"Cabin was great, hot tub was wonderful after a full day of jump rock. Already thinking about booking again for next year"
United States
Theo S.
The price is SAR 276
SAR 775 total
includes taxes & fees
15 Dec - 16 Dec
"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub
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.

Top Winchester Hotel Reviews

Explore a world of travel with Expedia