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Find hotels in Winchester, KY from 1.560.696 ₫

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1 Dec - 2 Dec
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5 Dec - 7 Dec
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12 Dec - 14 Dec

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Top 10 Winchester hotels and places to stay

Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace
Hampton Inn Winchester

Hampton Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (449)
"Would stay there again"
United States
Patricia
The price is 2.720.868 ₫
2.999.484 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn Winchester
Lobby
Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

2.5 star property
Winchester
7.2 out of 10, Good, (770)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
The price is 1.882.461 ₫
2.075.189 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Baymont by Wyndham Winchester
Exterior
Value Stay

Value Stay

2.0 star property
Winchester
7.8 out of 10, Good, (124)
"Awesome rooms and service"
United States
Brandon
The price is 1.555.535 ₫
1.714.780 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Value Stay
In-room safe, desk, laptop workspace, blackout curtains
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, (521)
"Nice room, great staff and just and overall great stay."
United States
Kirk A.
The price is 2.193.568 ₫
2.418.189 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Lexington East - Winchester by IHG
Desk, iron/ironing board, free WiFi, bed sheets
Comfort Inn Winchester

Comfort Inn Winchester

2.5 star property
Winchester
7.0 out of 10, Good, (351)
" Nice, new facilities"
United States
Francis
The price is 1.634.894 ₫
1.802.307 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn Winchester
Seasonal outdoor pool
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 star property
Winchester
8.4 out of 10, Very good, (1004)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is 2.240.761 ₫
2.470.137 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Best Western Winchester Hotel
Exterior
Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East

2.0 star property
Winchester
6.4 out of 10, (585)
"Great stay"
United States
Walter
The price is 1.642.566 ₫
1.810.765 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Red Roof Inn Winchester - Lexington East
Front of property
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 star property
Lexington
9.6 out of 10, Exceptional, (1023)
"Great location "
United States
Gerry
The price is 3.002.973 ₫
3.485.550 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Origin Lexington a Wyndham Hotel
Lobby
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 star property
Downtown Lexington
8.6 out of 10, Excellent, (1025)
"Convenient location for visiting the area"
United States
Carmen
The price is 3.205.152 ₫
3.720.219 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Hyatt Regency Lexington
Lobby
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 star property
Lexington
8.6 out of 10, Excellent, (1058)
"Had an excellent stay"
United States
Jean
The price is 2.509.948 ₫
2.913.295 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Embassy Suites by Hilton Lexington/UK Coldstream
Lobby
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 star property
Downtown Lexington
8.4 out of 10, Very good, (1012)
"Great location, friendly staff, great parking. "
United States
Bethany
The price is 3.221.764 ₫
3.739.501 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Hilton Lexington/Downtown
Snack bar
Tru by Hilton University Medical Center

Tru by Hilton University Medical Center

2.5 star property
South Broadway Park
9.4 out of 10, Exceptional, (545)
"GREAT STAY"
United States
McKenna
The price is 2.299.028 ₫
2.668.482 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Tru by Hilton University Medical Center
Exterior
GLō Best Western Lexington

GLō Best Western Lexington

3.0 star property
Lexington
9.4 out of 10, Exceptional, (2286)
"Breakfast was great "
United States
Dan
The price is 2.464.600 ₫
2.860.661 ₫ total
includes taxes & fees
9 Dec - 10 Dec
GLō Best Western Lexington
Property amenity
Everhome Suites Lexington - Horse Park

Everhome Suites Lexington - Horse Park

2.5 star property
Lexington
9.2 out of 10, Wonderful, (392)
"Great place to stay!"
United States
Kristin
The price is 2.230.479 ₫
2.589.043 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Everhome Suites Lexington - Horse Park
Lobby
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, (1232)
"Super clean and quiet room. Comfortable bed and attractive room and bathroom. Very pleasant greeting upon arrival. I will definitely stay here again on the way home. "
United States
Margaret
The price is 2.003.740 ₫
2.325.657 ₫ total
includes taxes & fees
25 Dec - 26 Dec
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Breakfast, lunch, dinner served; southern cuisine
The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4.0 star property
Lexington
8.2 out of 10, Very good, (1003)
"Room was nice and front desk folks were warm and courteous. "
United States
Keith
The price is 2.621.999 ₫
3.043.355 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Campbell House Lexington, Curio Collection by Hilton
Lobby
Hyatt Place Lexington

Hyatt Place Lexington

3.0 star property
Lexington
8.8 out of 10, Excellent, (1012)
"Staff friendly, room nice, clean"
United States
David
The price is 2.666.820 ₫
3.095.378 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Hyatt Place Lexington
Restaurant
The Manchester

The Manchester

4.0 star property
Distillery District
9.6 out of 10, Exceptional, (1067)
"A beautiful hotel close to not only downtown attractions but also Keeneland and Versailles. "
United States
Susan
The price is 4.249.775 ₫
5.391.729 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Manchester
Exterior
Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

3.0 star property
Lexington
9.6 out of 10, Exceptional, (480)
"Friendly staff and quiet rooms. Nice breakfast in the morning! "
United States
Zachary
The price is 2.103.927 ₫
2.442.028 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Staybridge Suites Lexington S Medical Ctr Area by IHG
Free daily continental breakfast
Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

2.5 star property
Lexington
8.6 out of 10, Excellent, (264)
"Staff was super friendly, beds were nice and rooms were clean. "
United States
Justine
The price is 1.560.808 ₫
1.811.630 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Spark by Hilton Lexington Hamburg
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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Stay near popular Winchester attractions

Winchester Traveling Trail

This serene mile-long pathway winds through meadows of Kentucky bluegrass, offering a peaceful escape. Benches and shaded areas make it perfect for a leisurely morning stroll with your leashed dog.
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Cassell Creek Golf Course

This welcoming 18-hole course in Winchester offers an accessible golfing experience with open fairways and minimal hazards. Enjoy a relaxed round during spring or fall when the course conditions are at their prime.
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Learn more about Winchester

Stroll through charming city centre streets lined with local shops and eateries. Tee off at Cassell Creek or Southwind Golf Course, then explore local history at the Bluegrass Heritage Museum.

See all hotels in Winchester
Thanks to my friend of mine who's recommended me to this spot easy hike short walk to get there
Photo by Nawa Aseen
Open Photo by Nawa Aseen

Top Winchester Hotel Reviews

Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

10/10 Excellent
"Room was immaculate. Staff was very helpful and friendly. "
William 1-night trip
Posted 8 days ago
Spark by Hilton Lexington Hamburg

More cheap stays in Winchester

Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

1938 Stanton Way Lexington KY
The price is 1.678.660 ₫ per night from 15 Dec to 16 Dec
1.678.660 ₫
1.948.421 ₫ total
15 Dec - 16 Dec
includes taxes & fees
8.2/10 Very Good! (1,654 reviews)

Hotels in Winchester with star rating

Frequently asked questions

What's the weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.

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