MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

Search Winchester Inns

  • 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 prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,000 reviews)
"Good place to stay at"
United States
douglas
The price is AU$126
includes taxes & fees
22 June - 23 June
Best Western Winchester Hotel

Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (157 reviews)
"The pool was very nice "
United States
Todd
The price is AU$101
includes taxes & fees
22 June - 23 June
Value Stay

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
9.2 out of 10, Wonderful, (570 reviews)
"Clean room, good breakfast, friendly staff."
United States
Blake
The price is AU$190
includes taxes & fees
15 July - 16 July
Holiday Inn Express Lexington East - Winchester by IHG

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (367 reviews)
"CLOSED"
United States
alene
The price is AU$119
includes taxes & fees
16 July - 17 July
Comfort Inn Winchester

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (471 reviews)
"Room was nice, hotel is quiet, and breakfast was clean and organized."
United States
Andrew
The price is AU$207
includes taxes & fees
12 July - 13 July
Hampton Inn Winchester

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (809 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is AU$126
includes taxes & fees
6 July - 7 July
Baymont by Wyndham Winchester

The Winchester

The Winchester
Winchester
8.4 out of 10, Very good, (7 reviews)
"I rented this house for my bridesmaids. It was a great location and house. The owner was accommodating and replied quickly "
United States
Karissa A.
The price is AU$440
includes taxes & fees
18 June - 19 June
The Winchester

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, (45 reviews)
"The host was very accomidating and hospitible. It was the perfect location for our trip. "
United States
MacKendrie P.
The price is AU$441
includes taxes & fees
22 June - 23 June
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.

4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
Winchester
9.8 out of 10, Exceptional, (9 reviews)
"Very homey place to stay! Nice neighborhood!"
United States
Tim T.
The price is AU$440
includes taxes & fees
22 June - 23 June
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

River Relaxation - Calm Riverfront Home in Winchester Kentucky

River Relaxation - Calm Riverfront Home in Winchester Kentucky
Winchester
7.6 out of 10, Good, (5 reviews)
"We loved the house, the hosts were great and super communicative! The house is also close to Lexington and Winchester so we had plenty to do and places to eat out! "
United States
Maeve R.
The price is AU$537
includes taxes & fees
21 June - 22 June
River Relaxation - Calm Riverfront Home in Winchester Kentucky

Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (677 reviews)
"For the price, it was a great location and would stay there again."
United States
marion
The price is AU$137
includes taxes & fees
24 June - 25 June
Black Bear Lodge Motel

Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,000 reviews)
"Nice hotel, conveniently located, friendly staff, very clean rooms"
United States
Aman
The price is AU$86
includes taxes & fees
18 June - 19 June
Super 8 by Wyndham Richmond

Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (228 reviews)
"Great place to stay"
United States
Sharon
The price is AU$140
includes taxes & fees
23 June - 24 June
Tru By Hilton Lexington Hamburg

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,929 reviews)
"Great area Nice place to stay"
United States
Julie
The price is AU$198
includes taxes & fees
9 July - 10 July
Natural Bridge State Resort Park

Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge
Irvine
10.0 out of 10, Exceptional, (109 reviews)
"This was a wonderful location and a delightfully cozy cabin for a couple or a solo stay. Might very well stay here again in the future."
United States
Jason H.
The price is AU$273
includes taxes & fees
21 June - 22 June
Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

Hotel Thoroughbred

Hotel Thoroughbred
2.0 star property
Paris
10.0 out of 10, Exceptional, (13 reviews)
"Hotel was everything I had expected. Staff were exceptionally courteous and friendly."
United States
Cynthia
The price is AU$220
includes taxes & fees
18 July - 19 July
Hotel Thoroughbred

BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK

BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK
Stanton
10.0 out of 10, Exceptional, (324 reviews)
"Great stay! Loved the private driveway. "
United States
Emily N.
The price is AU$392
includes taxes & fees
21 June - 22 June
BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG
3.0 star property
Lexington
9.4 out of 10, Exceptional, (2,193 reviews)
"Hotel staff were great, the rooms were clean And the price was reasonable. Would definitely stay again."
United States
Terry
The price is AU$140
includes taxes & fees
28 June - 29 June
Holiday Inn Express Lexington Horse Park Area by IHG

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
Georgetown
8.8 out of 10, Excellent, (1,013 reviews)
"Clean and well maintained property. Enjoyed the hotel."
United States
Gabe
The price is AU$117
includes taxes & fees
28 June - 29 June
Country Inn & Suites by Radisson, Georgetown, KY

Hampton Inn Lexington South-Keeneland/Airport

Hampton Inn Lexington South-Keeneland/Airport
2.5 star property
Beaumont Residential
8.2 out of 10, Very good, (616 reviews)
"The staff were helpful and nice. The breakfast was great. Everything lived up to what you expect from a Hampton Inn."
United States
Gretchen
The price is AU$120
includes taxes & fees
4 July - 5 July
Hampton Inn Lexington South-Keeneland/Airport
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Inns information

Number of reviews
11,314
Accommodation
0 Inns
Lowest Price
AU$86
Highest Price
AU$537

Explore a world of travel with Expedia