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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, (1001)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
$72 nightly
The price is $80
Dec 21 - Dec 22
Total with taxes and fees
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
9.4 out of 10, Exceptional, (524)
"The room was clean, bed was very comfortable and the staff couldn’t have been nicer!"
United States
Stevy
$97 nightly
The price is $107
Jan 4 - Jan 5, 2026
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, (352)
"The pool had no water. There was no pool available. There wasn't any hot water in our room. Unless you run it for 15/20 min"
United States
teresa
$72 nightly
The price is $80
Jan 12 - Jan 13, 2026
Total with taxes and fees
Comfort Inn Winchester

Value Stay

Value Stay
2.0 star property
Winchester
7.8 out of 10, Good, (125)
"Awesome rooms and service"
United States
Brandon
$67 nightly
The price is $74
Dec 17 - Dec 18
Total with taxes and fees
Value Stay

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (771)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
$80 nightly
The price is $88
Jan 4 - Jan 5, 2026
Total with taxes and fees
Baymont by Wyndham Winchester

Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East
2.0 star property
Winchester
6.4 out of 10, (587)
"Great stay"
United States
Walter
$62 nightly
The price is $69
Dec 21 - Dec 22
Total with taxes and fees
Red Roof Inn Winchester - Lexington East

River Relaxation - Calm Riverfront Home in Winchester Kentucky

River Relaxation - Calm Riverfront Home in Winchester Kentucky
Winchester
7.0 out of 10, Good, (4)
"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.
$281 nightly
The price is $309
Dec 17 - Dec 18
Total with taxes and fees
River Relaxation - Calm Riverfront Home in Winchester Kentucky

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)
"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.
$297 nightly
The price is $327
Dec 18 - Dec 19
Total with taxes and fees
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
Georgetown
9.0 out of 10, Wonderful, (1001)
"Room was very clean and staff very courteous. Great stay."
United States
Doug
$79 nightly
The price is $87
Jan 8 - Jan 9, 2026
Total with taxes and fees
Country Inn & Suites by Radisson, Georgetown, KY

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1005)
"The room was clean, staff so kind"
United States
Flor
$94 nightly
The price is $104
Dec 18 - Dec 19
Total with taxes and fees
Quality Inn Richmond

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, (1236)
"Friendly and Clean!"
United States
Roy
$87 nightly
The price is $101
Dec 18 - Dec 19
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1785)
"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
$86 nightly
The price is $95
Dec 26 - Dec 27
Total with taxes and fees
Natural Bridge State Resort Park

Holiday Inn Express & Suites Mt Sterling North by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG
2.5 star property
Mount Sterling
8.8 out of 10, Excellent, (572)
"Room was super clean and the woman at the front desk was really nice and very helpful"
United States
mark
$89 nightly
The price is $98
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Express & Suites Mt Sterling North by IHG

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.6 out of 10, Good, (703)
"We stay here anytime we are in town "
United States
Donn
$76 nightly
The price is $84
Jan 11 - Jan 12, 2026
Total with taxes and fees
Comfort Inn & Suites Mount Sterling

Everhome Suites Lexington - Horse Park

Everhome Suites Lexington - Horse Park
2.5 star property
Lexington
9.2 out of 10, Wonderful, (414)
"Great place to stay!"
United States
Kristin
$80 nightly
The price is $93
Dec 18 - Dec 19
Total with taxes and fees
Everhome Suites Lexington - Horse Park

Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg
2.5 star property
Lexington
8.6 out of 10, Excellent, (277)
"Staff was super friendly, beds were nice and rooms were clean. "
United States
Justine
$61 nightly
The price is $70
Jan 1 - Jan 2, 2026
Total with taxes and fees
Spark by Hilton Lexington Hamburg

Hampton Inn Richmond

Hampton Inn Richmond
2.5 star property
Richmond
9.2 out of 10, Wonderful, (1002)
"Clean room, newly remodeled, very comfy bed, great breakfast, nice indoor pool and great location!"
United States
Carla Sue
$103 nightly
The price is $113
Dec 24 - Dec 25
Total with taxes and fees
Hampton Inn Richmond

Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very Good, (634)
"Really great place to stay. "
United States
Barbara
$88 nightly
The price is $97
Dec 17 - Dec 18
Total with taxes and fees
Black Bear Lodge Motel

Hampton Inn Nicholasville Brannon Crossing

Hampton Inn Nicholasville Brannon Crossing
2.5 star property
Nicholasville
9.4 out of 10, Exceptional, (237)
"Excellent staff wonderful stay"
United States
Tim
$89 nightly
The price is $99
Dec 28 - Dec 29
Total with taxes and fees
Hampton Inn Nicholasville Brannon Crossing

Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1006)
"Clean room, close to restaurants"
United States
andrea
$84 nightly
The price is $98
Dec 26 - Dec 27
Total with taxes and fees
Holiday Inn Lexington - Hamburg by IHG
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Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Inns information

Number of reviews
13,257
Accommodation
0 Inns
Lowest Price
$69
Highest Price
$327

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