An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

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Recommended hotels in Winchester

Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (158 reviews)
"The pool was very nice "
United States
Todd
The price is AU$94
includes taxes & fees
2 Aug - 3 Aug
Value Stay

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,003 reviews)
"Good place to stay at"
United States
douglas
The price is AU$136
includes taxes & fees
27 July - 28 July
Best Western Winchester Hotel

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, (575 reviews)
"Clean room, good breakfast, friendly staff."
United States
Blake
The price is AU$198
includes taxes & fees
5 July - 6 July
Holiday Inn Express Lexington East - Winchester by IHG

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (818 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is AU$120
includes taxes & fees
5 July - 6 July
Baymont by Wyndham Winchester

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (370 reviews)
"CLOSED"
United States
alene
The price is AU$102
includes taxes & fees
30 July - 31 July
Comfort Inn Winchester

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (473 reviews)
"Room was nice, hotel is quiet, and breakfast was clean and organized."
United States
Andrew
The price is AU$214
includes taxes & fees
30 July - 31 July
Hampton Inn 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, (46 reviews)
"This home was beautiful and the hosts were overly generous with the amenities at the property. If we’re ever in the area again we will definitely be staying here! "
United States
Josiah C.
The price is AU$436
includes taxes & fees
6 July - 7 July
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, (10 reviews)
"Very homey place to stay! Nice neighborhood!"
United States
Tim T.
The price is AU$448
includes taxes & fees
5 July - 6 July
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

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$450
includes taxes & fees
5 July - 6 July
The Winchester

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$598
includes taxes & fees
29 July - 30 July
River Relaxation - Calm Riverfront Home in Winchester Kentucky

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,943 reviews)
"Great area Nice place to stay"
United States
Julie
The price is AU$173
includes taxes & fees
2 Aug - 3 Aug
Natural Bridge State Resort Park

Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (686 reviews)
"For the price, it was a great location and would stay there again."
United States
marion
The price is AU$140
includes taxes & fees
13 July - 14 July
Black Bear Lodge Motel

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, (626 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$138
includes taxes & fees
27 July - 28 July
Hampton Inn Lexington South-Keeneland/Airport

Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,002 reviews)
"Nice hotel, conveniently located, friendly staff, very clean rooms"
United States
Aman
The price is AU$88
includes taxes & fees
5 July - 6 July
Super 8 by Wyndham Richmond

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, (2,180 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$173
includes taxes & fees
20 July - 21 July
Holiday Inn Express Lexington Horse Park Area by IHG

Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (237 reviews)
"Great place to stay"
United States
Sharon
The price is AU$149
includes taxes & fees
28 July - 29 July
Tru By Hilton Lexington Hamburg

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, (1,001 reviews)
"Clean and well maintained property. Enjoyed the hotel."
United States
Gabe
The price is AU$120
includes taxes & fees
19 July - 20 July
Country Inn & Suites by Radisson, Georgetown, KY

Asbury Inn & Suites

Asbury Inn & Suites
3.0 star property
Wilmore
9.6 out of 10, Exceptional, (516 reviews)
"Great place to stay"
United States
Amanda
The price is AU$206
includes taxes & fees
4 July - 5 July
Asbury Inn & Suites

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, (114 reviews)
"great place!"
United States
Ava G.
The price is AU$279
includes taxes & fees
16 July - 17 July
Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

Home2 Suites By Hilton Richmond, Ky

Home2 Suites By Hilton Richmond, Ky
3.0 star property
Richmond
9.6 out of 10, Exceptional, (252 reviews)
"This Hotel was 1 year old and still smelled Brand New. One of the nicest and cleanest places we have stayed. We definitely will stay here again."
United States
Lisa
The price is AU$208
includes taxes & fees
2 Aug - 3 Aug
Home2 Suites By Hilton Richmond, Ky
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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Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Castles information

Number of reviews
12,022
Accommodation
0 Castles
Lowest Price
AU$88
Highest Price
AU$598

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