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 1.508.834Ā ā‚«

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Check prices for these dates

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

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Our top choices for Winchester hotels

Suite, 1 King Bed, Hot Tub | Free WiFi, bed sheets

1. Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (165 reviews)
"It was an inexpensive stay and provided a basic but clean and comfortable room."
United States
Robert
The price is 1.553.057Ā ā‚«
1.712.048Ā ā‚« total
includes taxes & fees
1 Aug - 2 Aug
Value Stay
Indoor pool

2. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (831 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is 1.990.019Ā ā‚«
2.194.022Ā ā‚« total
includes taxes & fees
9 Aug - 10 Aug
Baymont by Wyndham 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
9.4 out of 10, Exceptional, (586 reviews)
"The highlight was the staff so very kind and accommodating"
United States
Kristina
The price is 2.604.134Ā ā‚«
2.870.797Ā ā‚« total
includes taxes & fees
11 Aug - 12 Aug
Holiday Inn Express Lexington East - Winchester by IHG
Free daily full breakfast

4. Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,000 reviews)
"Good place to stay at"
United States
douglas
The price is 2.250.353Ā ā‚«
2.480.790Ā ā‚« total
includes taxes & fees
3 Aug - 4 Aug
Best Western Winchester Hotel
Pool

5. Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (377 reviews)
"It was fun"
United States
Slick
The price is 2.014.628Ā ā‚«
2.220.925Ā ā‚« total
includes taxes & fees
23 Aug - 24 Aug
Comfort Inn Winchester
Lobby

6. Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (477 reviews)
"Friendly staff"
United States
John
The price is 3.000.296Ā ā‚«
3.307.524Ā ā‚« total
includes taxes & fees
30 Aug - 31 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
9.0 out of 10, Wonderful, (1,174 reviews)
"We loved staying there and we canā€™t wait for our next stay!!!"
United States
Lisa
The price is 2.381.442Ā ā‚«
2.764.138Ā ā‚« total
includes taxes & fees
23 Aug - 24 Aug
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, (2,192 reviews)
"Clean comfortable staff was friendly and breakfast was good"
United States
Caroline Rebecca
The price is 2.187.385Ā ā‚«
2.538.957Ā ā‚« total
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Express Lexington - Horse Park Area by IHG
Lobby

9. Hyatt Place Lexington

Hyatt Place Lexington
3.0 star property
Lexington
8.6 out of 10, Excellent, (1,000 reviews)
"Great stay!"
United States
Timothy
The price is 2.658.623Ā ā‚«
3.085.864Ā ā‚« total
includes taxes & fees
6 Aug - 7 Aug
Hyatt Place Lexington
Lobby

10. Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,007 reviews)
"Nothing fancy, butGood enoughfacility for the price"
United States
Ed
The price is 1.587.277Ā ā‚«
1.842.347Ā ā‚« total
includes taxes & fees
9 Aug - 10 Aug
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, (1,002 reviews)
"Comfortable bed."
Canada
Charles
The price is 1.368.796Ā ā‚«
1.508.834Ā ā‚« total
includes taxes & fees
2 Aug - 3 Aug
Super 8 by Wyndham Richmond
Indoor pool

12. 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)
"Clean, friendly hotel"
United States
David
The price is 2.244.825Ā ā‚«
2.605.568Ā ā‚« total
includes taxes & fees
6 Aug - 7 Aug
Hampton Inn I-75 Lexington/Hamburg Area
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, (1,008 reviews)
"Clean, well maintained property, helpfull staff, great breakfast options"
United States
Mike
The price is 3.000.296Ā ā‚«
3.482.443Ā ā‚« total
includes taxes & fees
6 Aug - 7 Aug
Home2 Suites by Hilton Lexington Hamburg
Interior entrance

14. Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1,013 reviews)
"Was a great stay."
United States
Christopher
The price is 2.869.207Ā ā‚«
3.162.972Ā ā‚« total
includes taxes & fees
2 Aug - 3 Aug
Quality Inn Richmond
Exterior

15. 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, (1,000 reviews)
"cleanliness, great hosts, Mellisa and Brian, cooking the breakfast by Norma and others is always great."
United States
Robert
The price is 2.190.074Ā ā‚«
2.542.020Ā ā‚« total
includes taxes & fees
18 Aug - 19 Aug
Fairfield Inn & Suites by Marriott Lexington North
Lobby

16. 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, (1,001 reviews)
"Very nice and friendly staff."
United States
Fred
The price is 2.134.532Ā ā‚«
2.477.551Ā ā‚« total
includes taxes & fees
10 Aug - 11 Aug
Country Inn & Suites by Radisson, Lexington, KY
Lobby

17. GuestHouse Lexington

GuestHouse Lexington
2.5 star property
Lexington
8.4 out of 10, Very good, (1,637 reviews)
"Nice hotel"
United States
Chastity
The price is 1.991.335Ā ā‚«
2.311.423Ā ā‚« total
includes taxes & fees
2 Aug - 3 Aug
GuestHouse Lexington
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, (1,002 reviews)
"I had a great stay. The rooms are clean, comfy, and spacious."
United States
Matthew
The price is 2.554.495Ā ā‚«
2.965.003Ā ā‚« total
includes taxes & fees
27 Aug - 28 Aug
Holiday Inn Lexington - Hamburg by IHG
Exterior

19. 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, (1,016 reviews)
"staff was wonderful!"
United States
Corey
The price is 2.187.385Ā ā‚«
2.538.899Ā ā‚« total
includes taxes & fees
10 Aug - 11 Aug
avid hotel Lexington - Hamburg Area by IHG
Breakfast and dinner served

20. Courtyard Lexington Keeneland/Airport

Courtyard Lexington Keeneland/Airport
3.0 star property
Beaumont Residential
8.8 out of 10, Excellent, (858 reviews)
"Would have liked a restaraunt on site."
United States
Esther
The price is 2.700.740Ā ā‚«
3.134.748Ā ā‚« total
includes taxes & fees
10 Aug - 11 Aug
Courtyard Lexington Keeneland/Airport
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

The Manchester

The Manchester

10/10 Excellent
"Outstanding stay! We especially appreciate the shuttle service you provided to and from dinner!"
Priti 1-night trip
Posted 3 hours ago
The Manchester

More cheap stays in Winchester

Motel 6 Lexington, KY - Airport

Motel 6 Lexington, KY - Airport

750 Newtown Court Lexington KY
The price is 1.421.442Ā ā‚« per night from 2 Aug to 3 Aug
1.421.442Ā ā‚«
1.649.866Ā ā‚« total
2 Aug - 3 Aug
includes taxes & fees
6/10 (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.