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14 Jan - 15 Jan
Tomorrow
15 Jan - 16 Jan
This weekend
16 Jan - 18 Jan
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23 Jan - 25 Jan

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Our top choices for Winchester hotels

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
9.4 out of 10, Exceptional, (532 reviews)
"The room was clean, bed was very comfortable and the staff couldn’t have been nicer!"
United States
Stevy
The price is 2.444.226 ₫
2.694.431 ₫ total
includes taxes & fees
20 Jan - 21 Jan
Holiday Inn Express Lexington East - Winchester by IHG
Free daily full breakfast

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,000 reviews)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is 1.897.673 ₫
2.091.995 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Best Western Winchester Hotel
Lobby

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (455 reviews)
"Would stay there again"
United States
Patricia
The price is 2.877.353 ₫
3.171.995 ₫ total
includes taxes & fees
18 Jan - 19 Jan
Hampton Inn Winchester
Indoor pool

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (353 reviews)
"This was the second time we’ve stopped here this year. It’s the perfect halfway respite between our home town and our destination. Very clean and comfortable. We will tag this as a regular stop on other trips. "
United States
Noelle
The price is 1.897.935 ₫
2.092.283 ₫ total
includes taxes & fees
3 Feb - 4 Feb
Comfort Inn Winchester
Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (773 reviews)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
The price is 1.985.936 ₫
2.189.521 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Baymont by Wyndham Winchester
Suite, 1 King Bed, Hot Tub | Free WiFi, bed sheets

Value Stay

Value Stay
2.0 star property
Winchester
7.8 out of 10, Good, (127 reviews)
"Awesome rooms and service"
United States
Brandon
The price is 1.760.023 ₫
1.940.228 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Value Stay
Exterior

Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East
2.0 star property
Winchester
6.4 out of 10, (588 reviews)
"Great stay"
United States
Walter
The price is 1.636.585 ₫
1.804.172 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Red Roof Inn Winchester - Lexington East
Interior entrance

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1,007 reviews)
"One of the cleanest best hotels I’ve ever stayed at"
Canada
Jennifer
The price is 2.337.941 ₫
2.577.252 ₫ total
includes taxes & fees
20 Jan - 21 Jan
Quality Inn Richmond
Free daily buffet breakfast

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, (2,232 reviews)
"Room was clean, staff was very helpful, easy parking, decent breakfast"
Canada
Christian
The price is 2.311.672 ₫
2.683.116 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn Express Lexington Horse Park Area by IHG
Lobby

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, (1,005 reviews)
"Room was very clean, staff was extremely helpful"
United States
Tyler
The price is 2.054.236 ₫
2.264.589 ₫ total
includes taxes & fees
26 Jan - 27 Jan
Country Inn & Suites by Radisson, Georgetown, KY
Cabin, 2 Bedrooms, Kitchen | Living area | 32-inch flat-screen TV with cable channels, TV

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,792 reviews)
"Friendly staff, convenient the have a restaurant and tavern on site. There is great hiking right out the back door. Appreciated a quiet stay."
United States
Kimberly
Natural Bridge State Resort Park
Indoor pool

Hampton Inn I-75 Lexington/Hamburg Area

Hampton Inn I-75 Lexington/Hamburg Area
2.5 star property
Lexington
8.6 out of 10, Excellent, (975 reviews)
"Excellent motel "
Canada
David
The price is 2.025.817 ₫
2.351.365 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Hampton Inn I-75 Lexington/Hamburg Area
Indoor pool, pool loungers

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, (1,202 reviews)
"Love love love this hotel. "
United States
Kirsten
The price is 2.376.294 ₫
2.758.164 ₫ total
includes taxes & fees
19 Jan - 20 Jan
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Indoor pool

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.8 out of 10, Good, (710 reviews)
"We stay here anytime we are in town "
United States
Donn
The price is 2.066.291 ₫
2.277.879 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Comfort Inn & Suites Mount Sterling
Free daily buffet breakfast

Hampton Inn Nicholasville Brannon Crossing

Hampton Inn Nicholasville Brannon Crossing
2.5 star property
Nicholasville
9.4 out of 10, Exceptional, (247 reviews)
"Very nice all around! Would stay again. "
United States
Dave
The price is 2.349.085 ₫
2.589.632 ₫ total
includes taxes & fees
29 Jan - 30 Jan
Hampton Inn Nicholasville Brannon Crossing
Property amenity

Everhome Suites Lexington - Horse Park

Everhome Suites Lexington - Horse Park
2.5 star property
Lexington
9.4 out of 10, Exceptional, (451 reviews)
"Room was clean, staff was courteous, friendly and very helpful, bed was comfortable."
United States
Eula
The price is 2.469.286 ₫
2.866.211 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Everhome Suites Lexington - Horse Park
Lobby

Comfort Inn Lexington South

Comfort Inn Lexington South
2.5 star property
Nicholasville
8.2 out of 10, Very good, (616 reviews)
"Room was spotless, staff was very curtious. Great breakfast, great place to stay when passing through. "
United States
Tammy
The price is 1.830.804 ₫
2.018.278 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Comfort Inn Lexington South
Exterior

Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North
3.0 star property
Lexington
8.6 out of 10, Excellent, (1,001 reviews)
"Perfect for overnight stay! Great breakfast "
Canada
Lawrence
The price is 1.996.444 ₫
2.317.272 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Fairfield Inn & Suites by Marriott Lexington North
Exterior

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, (578 reviews)
"Room was super clean and the woman at the front desk was really nice and very helpful"
United States
mark
The price is 2.339.098 ₫
2.578.621 ₫ total
includes taxes & fees
18 Jan - 19 Jan
Holiday Inn Express & Suites Mt Sterling North by IHG
Indoor pool

Baymont by Wyndham Richmond KY

Baymont by Wyndham Richmond KY
2.5 star property
Richmond
7.0 out of 10, Good, (1,000 reviews)
"clean room nice hot tub friendly staff "
United States
Marissa
The price is 1.787.176 ₫
1.970.182 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Baymont by Wyndham 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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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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Bluegrass Heritage Museum

This Romanesque Revival building houses three floors of exhibits chronicling the Bluegrass region's rich heritage. Explore the preserved historic operating room and discover local artefacts spanning centuries.
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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
"The staff was very nice and the hotel all around was very nicely kept. Great pool & although breakfast was simple it had good options. We would come back. "
Lisa 3-night trip
Posted 16 hours ago
Spark by Hilton Lexington Hamburg

More cheap stays in Winchester

Super 8 by Wyndham Georgetown

Super 8 by Wyndham Georgetown

250 Tiger Way Georgetown KY
The price is 1.507.841 ₫ per night from 26 Jan to 27 Jan
1.507.841 ₫
1.662.244 ₫ total
26 Jan - 27 Jan
includes taxes & fees
8.2/10 Very Good! (1,002 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.