Places to stay in Winchester, Kentucky

Winchester is a city in and the county seat of Clark County, Kentucky. It is part of the Lexington-Fayette, KY Metropolitan Statistical Area. Places to eat in the region include Loma's At The Opera House, The Engine House Pizza Pub, Cairn Coffee House, and Beer Cheese Trail.

If you are travelling in the area, Winchester is located close to Morning Star Heliport, Clay Cemetery, Upper Howard Creek, Wades Mill Post Office (historical) and Pretty Run.

Available Winchester lodging

We currently have 19 accommodations in and around Winchester.

Winchester Hotels, Motels, Resorts, B&Bs and Extended Stay

Hotels

Hampton Inn

100pct Non-Smoking The Hampton Inn Winchester hotel is located off Interstate 64 at Exit 96 and Kentucky 627 fifteen miles east of Lexington Kentucky. Our Winchester Hampton Inn features high-speed internet access and ergonomic desk chairs in the .....
1025 Early Drive
Winchester, Kentucky
Photograph of Holiday Inn Express, Winchester
Listing updated 2024
Hotels

Holiday Inn Express

Set among the rolling hills of Kentucky's countryside while being only a short drive away from the Lexington Metropolitan area, the Holiday Inn Express Lexington East Winchester provides the perfect stay for both leisure and corporate travelers alike.
100 Winchester Plaza
Winchester, Kentucky
Photograph of Red Roof Inn, Winchester
Listing updated 2024
Hotels

Red Roof Inn

Red Roof Inn Winchester is one of the best budget hotels in Winchester, KY located off I-64.
1100 Interstate Drive
Winchester, Kentucky
Photograph of Baymont by Wyndham, Winchester
Listing updated 2024
Hotels

Baymont by Wyndham

Embrace the warm welcome we give you at our Baymont Inn & Suites Winchester hotel with easy access to Blue Grass Airport (LEX) and a convenient location off I-64.
960 Interstate Drive
Winchester, Kentucky
Hotels

Value Stays by OYO I-64

5100 Revilo Road
Winchester, Kentucky
Photograph of Comfort Inn, Winchester
Listing updated 2024
Hotels

Comfort Inn

Experience authentic down-home charm and historical sites during your stay at our Comfort Inn® hotel.
5250 Revilo Road
Winchester, Kentucky
Photograph of Best Western Winchester Hotel, Winchester
Listing updated 2025
Hotels

Best Western Winchester Hotel

Enjoy convenient access to Lexington, Natural Bridge State Resort Park and Clark Regional Medical Center while staying at this Winchester, Kentucky hotel.
1307 West Lexington Avenue
Winchester, Kentucky
Bed & Breakfasts

Guerrant Mountain Mission Bed and Breakfast

Guerrant Mountain Mission Bed & Breakfast. .is one of four, 'Turn of the Century', historical buildings still located on the grounds of the Guerrant Mountain Mission Clinic and Hospital.
21 Valentine Court
Winchester, Kentucky
Motels

Winchester-clark County Tourism Commission

2 South Maple Street
Winchester, Kentucky
Bed & Breakfasts

Mt. Folly Farm

3043 Schollsville Road
Winchester, Kentucky
Bed & Breakfasts

Windswept Farm

5952 Old Boonesboro Road
Winchester, Kentucky
Bed & Breakfasts

House on Belmont

331 Belmont Avenue
Winchester, Kentucky

Winchester Camping & RV, Cottages, Rentals and Lodges / Ranches

Campsite / RV Parks

The Daniel Boone National Forest

1700 Bypass Road
Winchester, Kentucky
Cottages

Cozy Cottage

Rowland Avenue
Winchester, Kentucky
Cottages

The Peach House: Kentucky's Vineyard Getaway

Combs Ferry Road
Winchester, Kentucky
Cottages

Historic Downtown Winchester Home

South Main Street
Winchester, Kentucky
Campsite / RV Parks

Three Trees Canoe-kayak Rental And Campground

300 Athens-Boonesboro Road
Winchester, Kentucky
Cottages

Historic Log Cabin

Schollsville Road
Winchester, Kentucky
Campsite / RV Park
10 Thoroughbred Plz
Winchester, Kentucky
Booking.com

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Closed or unlisted properties

Renamed properties