MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

Find hotels in Winchester, KY from 1.368.103 ₫

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19 Jun - 21 Jun
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26 Jun - 28 Jun

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Our top choices for Winchester hotels

Free daily full breakfast

1. Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,004 reviews)
"Good place to stay at"
United States
douglas
The price is 2.499.187 ₫
2.755.104 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Best Western Winchester Hotel
Free daily buffet breakfast

2. 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
The price is 3.555.270 ₫
3.919.331 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Winchester
In-room safe, desk, laptop workspace, blackout curtains

3. 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, (569 reviews)
"Clean room, good breakfast, friendly staff."
United States
Blake
The price is 3.420.300 ₫
3.770.539 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Holiday Inn Express Lexington East - Winchester by IHG
Suite, 1 King Bed, Hot Tub | Free WiFi, bed sheets

4. Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (157 reviews)
"The pool was very nice "
United States
Todd
The price is 1.710.150 ₫
1.885.375 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Value Stay
Indoor pool

5. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (809 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is 2.249.768 ₫
2.480.145 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Baymont by Wyndham Winchester
Pool

6. Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (366 reviews)
"CLOSED"
United States
alene
The price is 1.984.826 ₫
2.188.072 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Comfort Inn Winchester
Standard Room, 2 Queen Beds | Desk, blackout curtains, iron/ironing board, free WiFi

7. Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,003 reviews)
"Nice hotel, conveniently located, friendly staff, very clean rooms"
United States
Aman
The price is 1.453.627 ₫
1.602.479 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Super 8 by Wyndham Richmond
Honeymoon Suite, 1 King Bed, Non Smoking | Bathroom | Eco-friendly toiletries, hair dryer, towels

8. Asbury Inn & Suites

Asbury Inn & Suites
3.0 star property
Wilmore
9.6 out of 10, Exceptional, (508 reviews)
"Great place to stay"
United States
Amanda
The price is 3.393.990 ₫
3.741.545 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Asbury Inn & Suites
Indoor pool, open 5:00 AM to 10:00 PM, pool loungers

9. 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, (2,197 reviews)
"Hotel staff were great, the rooms were clean And the price was reasonable. Would definitely stay again."
United States
Terry
The price is 2.446.830 ₫
2.840.035 ₫ total
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn Express Lexington Horse Park Area by IHG
Cabin, 2 Bedrooms, Kitchen | Living area | 32-inch flat-screen TV with cable channels, TV

10. Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,926 reviews)
"Great area Nice place to stay"
United States
Julie
The price is 3.337.424 ₫
3.679.454 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Natural Bridge State Resort Park
Exterior

11. Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (676 reviews)
"For the price, it was a great location and would stay there again."
United States
marion
The price is 2.315.280 ₫
2.552.333 ₫ total
includes taxes & fees
24 Jun - 25 Jun
Black Bear Lodge Motel
Terrace/patio

12. Home2 Suites By Hilton Richmond, Ky

Home2 Suites By Hilton Richmond, Ky
3.0 star property
Richmond
9.6 out of 10, Exceptional, (241 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 3.430.298 ₫
3.781.561 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Home2 Suites By Hilton Richmond, Ky
Indoor pool

13. Hampton Inn Richmond

Hampton Inn Richmond
2.5 star property
Richmond
9.2 out of 10, Wonderful, (1,012 reviews)
"Great service and a nice pool"
United States
Bharath
The price is 2.838.323 ₫
3.128.967 ₫ total
includes taxes & fees
3 Jul - 4 Jul
Hampton Inn Richmond
Indoor pool, pool loungers

14. 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, (1,171 reviews)
"It was wonderful, staff were helpful, rooms were clean."
United States
Conner
The price is 2.380.266 ₫
2.762.774 ₫ total
includes taxes & fees
25 Jun - 26 Jun
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Lobby

15. 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, (1,012 reviews)
"Clean and well maintained property. Enjoyed the hotel."
United States
Gabe
The price is 1.890.531 ₫
2.084.122 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Country Inn & Suites by Radisson, Georgetown, KY
Indoor pool

16. Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.8 out of 10, Good, (758 reviews)
"Good place to stay and very convenient to walk to Cattlemen’s who have delicious food and drinks."
United States
Teresa
The price is 2.855.951 ₫
3.148.400 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Comfort Inn & Suites Mount Sterling
Interior entrance

17. Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1,016 reviews)
"Was a great stay."
United States
Christopher
The price is 2.663.888 ₫
2.936.723 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Quality Inn Richmond
Exterior

18. Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North
3.0 star property
Lexington
8.4 out of 10, Very good, (1,025 reviews)
"Loved my stay here!"
United States
Krystina
The price is 2.213.987 ₫
2.569.775 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Fairfield Inn & Suites by Marriott Lexington North
Exterior

19. 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, (614 reviews)
"My stay was good."
United States
Gretchen
The price is 3.920.190 ₫
4.321.681 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Holiday Inn Express & Suites Mt Sterling North by IHG
Hypo-allergenic bedding, desk, iron/ironing board, free WiFi

20. Best Western Paris Inn

Best Western Paris Inn
2.5 star property
Paris
7.8 out of 10, Good, (364 reviews)
"Comfy bed! Most important than everything"
United States
Jaime
The price is 2.146.633 ₫
2.366.585 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Best Western Paris Inn
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.
See properties

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
MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

Top Winchester Hotel Reviews

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

10/10 Excellent
"Nostalgic"
Tracy 1-night trip
Posted 1 hour ago
The Campbell House Lexington, Curio Collection by Hilton

More cheap stays in Winchester

Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg

5575 Athens Boonesboro Rd Lexington KY
The price is 1.178.688 ₫ per night from 12 Jul to 13 Jul
1.178.688 ₫
1.368.103 ₫ total
12 Jul - 13 Jul
includes taxes & fees
7.2/10 Good! (1,013 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.