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.

Winchester Castle Hotels

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Recommended hotels in Winchester

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very Good, (1,001 reviews)
"Good place to stay at"
United States
douglas
$85 nightly
The price is $94
Jul 5 - Jul 6
Total with taxes and fees
Best Western Winchester Hotel

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (816 reviews)
"Great beds and friendly staff"
United States
Tiffany
$77 nightly
The price is $84
Jul 26 - Jul 27
Total with taxes and fees
Baymont by Wyndham 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
$65 nightly
The price is $72
Jun 29 - Jun 30
Total with taxes and fees
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, (573 reviews)
"Clean room, good breakfast, friendly staff."
United States
Blake
$118 nightly
The price is $130
Jul 27 - Jul 28
Total with taxes and fees
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, (369 reviews)
"CLOSED"
United States
alene
$72 nightly
The price is $79
Jul 26 - Jul 27
Total with taxes and fees
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
$133 nightly
The price is $146
Jul 26 - Jul 27
Total with taxes and fees
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.
$276 nightly
The price is $304
Jul 6 - Jul 7
Total with taxes and fees
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.

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.
$281 nightly
The price is $309
Jul 5 - Jul 6
Total with taxes and fees
The Winchester

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.
$281 nightly
The price is $309
Jun 29 - Jun 30
Total with taxes and fees
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.
$361 nightly
The price is $398
Jul 29 - Jul 30
Total with taxes and fees
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, (683 reviews)
"For the price, it was a great location and would stay there again."
United States
marion
$88 nightly
The price is $97
Jun 29 - Jun 30
Total with taxes and fees
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, (623 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
$75 nightly
The price is $88
Jul 5 - Jul 6
Total with taxes and fees
Hampton Inn Lexington South-Keeneland/Airport

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, (2,198 reviews)
"Hotel staff were great, the rooms were clean And the price was reasonable. Would definitely stay again."
United States
Terry
$98 nightly
The price is $114
Jul 3 - Jul 4
Total with taxes and fees
Holiday Inn Express Lexington Horse Park Area by IHG

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,940 reviews)
"Great area Nice place to stay"
United States
Julie
$141 nightly
The price is $155
Jul 12 - Jul 13
Total with taxes and fees
Natural Bridge State Resort Park

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.8 out of 10, Good, (763 reviews)
"Good place to stay and very convenient to walk to Cattlemen’s who have delicious food and drinks."
United States
Teresa
$97 nightly
The price is $106
Jul 26 - Jul 27
Total with taxes and fees
Comfort Inn & Suites Mount Sterling

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
$55 nightly
The price is $61
Jun 29 - Jun 30
Total with taxes and fees
Super 8 by Wyndham Richmond

Home2 Suites By Hilton Richmond, Ky

Home2 Suites By Hilton Richmond, Ky
3.0 star property
Richmond
9.6 out of 10, Exceptional, (249 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
$130 nightly
The price is $144
Jul 5 - Jul 6
Total with taxes and fees
Home2 Suites By Hilton Richmond, Ky

Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (236 reviews)
"Great place to stay"
United States
Sharon
$88 nightly
The price is $102
Jul 6 - Jul 7
Total with taxes and fees
Tru By Hilton Lexington Hamburg

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, (113 reviews)
"great place!"
United States
Ava G.
$175 nightly
The price is $193
Jun 30 - Jul 1
Total with taxes and fees
Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
Lexington
8.8 out of 10, Excellent, (1,172 reviews)
"Nice place to stay."
United States
Guy
$90 nightly
The price is $105
Jul 1 - Jul 2
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
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Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Castles information

Number of reviews
12,434
Accommodation
0 Castles
Lowest Price
$61
Highest Price
$398

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