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.

Find hotels in Winchester, KY from 1.390.096Ā ā‚«

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Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

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Our top choices for Winchester hotels

Indoor pool

1. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (825 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is 1.984.727Ā ā‚«
2.188.188Ā ā‚« total
includes taxes & fees
27 Jul - 28 Jul
Baymont by Wyndham Winchester
In-room safe, desk, laptop workspace, blackout curtains

2. 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, (581 reviews)
"Great hotel, and reasonably priced. Difficult to access and navigate at night, however."
United States
Carl
The price is 2.229.667Ā ā‚«
2.458.068Ā ā‚« total
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Express Lexington East - Winchester by IHG
Suite, 1 King Bed, Hot Tub | Free WiFi, bed sheets

3. Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (163 reviews)
"It was an inexpensive stay and provided a basic but clean and comfortable room."
United States
Robert
The price is 1.548.927Ā ā‚«
1.707.495Ā ā‚« total
includes taxes & fees
9 Aug - 10 Aug
Value Stay
Pool

4. Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (373 reviews)
"It was fun"
United States
Slick
The price is 1.721.672Ā ā‚«
1.897.971Ā ā‚« total
includes taxes & fees
16 Aug - 17 Aug
Comfort Inn Winchester
Free daily full breakfast

5. Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,002 reviews)
"Good place to stay at"
United States
douglas
The price is 2.244.369Ā ā‚«
2.474.193Ā ā‚« total
includes taxes & fees
13 Aug - 14 Aug
Best Western Winchester Hotel
Lobby

6. Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (474 reviews)
"Room was nice, hotel is quiet, and breakfast was clean and organized."
United States
Andrew
The price is 2.987.591Ā ā‚«
3.293.520Ā ā‚« total
includes taxes & fees
9 Aug - 10 Aug
Hampton Inn Winchester
Indoor pool, pool loungers

7. 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)
"Fantastic will stay again, great staff, helpful! Beautiful hotel"
United States
Jolene
The price is 2.375.109Ā ā‚«
2.756.791Ā ā‚« total
includes taxes & fees
28 Jul - 29 Jul
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Indoor pool, open 5:00 AM to 10:00 PM, pool loungers

8. 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, (2,185 reviews)
"Clean comfortable staff was friendly and breakfast was good"
United States
Caroline Rebecca
The price is 2.450.192Ā ā‚«
2.843.724Ā ā‚« total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express Lexington - Horse Park Area by IHG
Exterior

9. 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, (1,002 reviews)
"Clean, efficient and friendly staff (shout out to Melissa!), good breakfast variety"
United States
Sally
The price is 2.467.782Ā ā‚«
2.864.355Ā ā‚« total
includes taxes & fees
19 Jul - 20 Jul
Fairfield Inn & Suites by Marriott Lexington North
Lobby

10. Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,013 reviews)
"It was good stay with a decent price "
United States
Saelim
The price is 1.583.056Ā ā‚«
1.837.448Ā ā‚« total
includes taxes & fees
19 Jul - 20 Jul
Days Inn Lexington SE/Hamburg
Standard Room, 2 Queen Beds | Desk, blackout curtains, iron/ironing board, free WiFi

11. Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,001 reviews)
"Comfortable bed."
Canada
Charles
The price is 1.450.478Ā ā‚«
1.599.070Ā ā‚« total
includes taxes & fees
19 Jul - 20 Jul
Super 8 by Wyndham Richmond
Lobby

12. Hyatt Place Lexington

Hyatt Place Lexington
3.0 star property
Lexington
8.6 out of 10, Excellent, (1,002 reviews)
"Great quick stay"
United States
Adam
The price is 2.861.577Ā ā‚«
3.321.530Ā ā‚« total
includes taxes & fees
20 Jul - 21 Jul
Hyatt Place Lexington
Terrace/patio

13. Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg
3.0 star property
Lexington
9.4 out of 10, Exceptional, (1,001 reviews)
"Clean, well maintained property, helpfull staff, great breakfast options"
United States
Mike
The price is 2.992.659Ā ā‚«
3.473.580Ā ā‚« total
includes taxes & fees
22 Jul - 23 Jul
Home2 Suites by Hilton Lexington Hamburg
Lobby

14. GuestHouse Lexington

GuestHouse Lexington
2.5 star property
Lexington
8.4 out of 10, Very good, (1,615 reviews)
"It was an ok inexpensive hotel."
United States
Christopher
The price is 1.743.724Ā ā‚«
2.023.844Ā ā‚« total
includes taxes & fees
21 Jul - 22 Jul
GuestHouse Lexington
Lobby

15. Country Inn & Suites by Radisson, Lexington, KY

Country Inn & Suites by Radisson, Lexington, KY
2.5 star property
Lexington
8.0 out of 10, Very good, (1,000 reviews)
"Great room and breakfast"
United States
Brian
The price is 2.102.865Ā ā‚«
2.440.795Ā ā‚« total
includes taxes & fees
28 Jul - 29 Jul
Country Inn & Suites by Radisson, Lexington, KY
Indoor pool

16. 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, (1,001 reviews)
"Friendly staff clean property and good free breakfast"
United States
Michael
The price is 2.238.856Ā ā‚«
2.598.640Ā ā‚« total
includes taxes & fees
30 Jul - 31 Jul
Hampton Inn I-75 Lexington/Hamburg Area
Exterior

17. avid hotel Lexington - Hamburg Area by IHG

avid hotel Lexington - Hamburg Area by IHG
2.5 star property
Lexington
9.2 out of 10, Wonderful, (999 reviews)
"Wonderful clean room and staff was very kind too! We enjoyed the breakfast also!"
United States
Lisa
The price is 1.984.954Ā ā‚«
2.304.227Ā ā‚« total
includes taxes & fees
2 Aug - 3 Aug
avid hotel Lexington - Hamburg Area by IHG
Exterior

18. Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1,000 reviews)
"I had a great stay. The rooms are clean, comfy, and spacious."
United States
Matthew
The price is 2.992.842Ā ā‚«
3.473.797Ā ā‚« total
includes taxes & fees
23 Jul - 24 Jul
Holiday Inn Lexington - Hamburg by IHG
Lobby

19. Fairfield Inn & Suites by Marriott Lexington East/I-75

Fairfield Inn & Suites by Marriott Lexington East/I-75
3.0 star property
Lexington
9.2 out of 10, Wonderful, (818 reviews)
"Staff was very friendly and helpful!"
United States
Holly
The price is 2.457.281Ā ā‚«
2.852.167Ā ā‚« total
includes taxes & fees
2 Aug - 3 Aug
Fairfield Inn & Suites by Marriott Lexington East/I-75
Interior

20. Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg
2.5 star property
Lexington
8.8 out of 10, Excellent, (532 reviews)
"Breakfast was average cold foods but price was good and everything was very clean and bed was comfy."
United States
Brent
The price is 2.131.219Ā ā‚«
2.473.706Ā ā‚« total
includes taxes & fees
23 Jul - 24 Jul
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.
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
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.

Top Winchester Hotel Reviews

Elwood Hotel & Suites

Elwood Hotel & Suites

10/10 Excellent
"Didn't eat at restaurant as I was having medical tests. Parking was fine. A few noisy guests after 10. Generally a quiet area and close to UK Chandler Hospital where I was having medical appointments."
Vicki 1-night trip
Posted 2 hours ago
Elwood Hotel & Suites

More cheap stays in Winchester

Motel 6 Lexington I-75 Hamburg

Motel 6 Lexington I-75 Hamburg

2260 Elkhorn Rd Lexington KY
The price is 1.181.122Ā ā‚« per night from 28 Jul to 29 Jul
1.181.122Ā ā‚«
1.390.096Ā ā‚« total
28 Jul - 29 Jul
includes taxes & fees
7.2/10 Good! (1,001 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 22Ā°C, while the coldest months are January and February, with an average of 4Ā°C. Average annual precipitation for Winchester is 1426 mm.