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Hotels in Winchester

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Choose from 1188 Winchester Hotel Deals

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG

2.5 out of 5
100 Winchester Plaza Winchester KY
  • 24 min walk from Clark Regional Medical Center
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (524 reviews)
The room was clean, bed was very comfortable and the staff couldn’t have been nicer!

Reviewed on Dec 13, 2025

Holiday Inn Express Lexington East - Winchester by IHG
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 out of 5
1307 W Lexington Ave Winchester KY
  • 8 min walk from Clark Regional Medical Center
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (999 reviews)
Room was fine. Staff was nice. Didn’t eat breakfast because we had a brunch to go to.

Reviewed on Dec 14, 2025

Best Western Winchester Hotel
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street Lexington KY
  • 49 min drive from Clark Regional Medical Center
Book a stay at this business-friendly hotel in Lexington. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (1,003 reviews)
Helpful staff, clean room and beautiful hotel overall. The only thing is our room was extremely hot even though we had the thermostat at 60. We told the front desk when we were checking out and they apologized.

Reviewed on Dec 19, 2025

Hilton Lexington/Downtown
Motel 6 Lexington, KY - Airport

Motel 6 Lexington, KY - Airport

2 out of 5
750 Newtown Court Lexington KY
  • 49 min drive from Clark Regional Medical Center
Stay at this motel in Lexington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
5.8/10 (1,007 reviews)
Welcoming

Reviewed on Dec 19, 2025

Motel 6 Lexington, KY - Airport
Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

2.5 out of 5
501 Waller Avenue Lexington KY
  • 52 min drive from Clark Regional Medical Center
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (808 reviews)
The room was very clean

Reviewed on Dec 17, 2025

Candlewood Suites Lexington Medical District by IHG
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
  • 50 min drive from Clark Regional Medical Center
Stay at this hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,090 reviews)
Such a wonderful hotel and love the lobby for drinks and bar food

Reviewed on Dec 21, 2025

The Manchester
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road Lexington KY
  • 37 min drive from Clark Regional Medical Center
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,508 reviews)
Clean room very quite neighborhood ,shopping nearby.

Reviewed on Dec 19, 2025

GuestHouse Lexington
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St Lexington KY
  • 49 min drive from Clark Regional Medical Center
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,007 reviews)
The room was very nice and the staff was also!

Reviewed on Dec 21, 2025

Hyatt Regency Lexington
Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

3 out of 5
209 RUCCIO WAY Lexington KY
  • 53 min drive from Clark Regional Medical Center
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (504 reviews)
Clean

Reviewed on Dec 22, 2025

Staybridge Suites Lexington S Medical Ctr Area by IHG
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 out of 5
1801 Newtown Pike Lexington KY
  • 48 min drive from Clark Regional Medical Center
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,067 reviews)
Nice property, even with the construction. Unfortunately, the TV in our bedroom had no signal. We didn’t realize it until later at night and didn’t bother with calling the front desk

Reviewed on Dec 21, 2025

Embassy Suites by Hilton Lexington/UK Coldstream
Embassy Suites by Hilton Lexington Green

Embassy Suites by Hilton Lexington Green

3.5 out of 5
245 Lexington Green Circle Lexington KY
  • 53 min drive from Clark Regional Medical Center
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,000 reviews)
Yes, everything was great! Will stay here in the future!

Reviewed on Dec 14, 2025

Embassy Suites by Hilton Lexington Green
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3 out of 5
100 Canebrake Drive Lexington KY
  • 31 min drive from Clark Regional Medical Center
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,233 reviews)
This was by far our favorite hotel. We travel every year to Ohio from Georgia and look for nice hotels along the way this is a plus because it is dog friendly and free for dogs beautiful hotel room very modern very clean. The refrigerator even worked and was cold that’s never happened before. We’ll ...

Reviewed on Dec 21, 2025

La Quinta Inn & Suites by Wyndham Lexington South / 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.

Find cheap hotels in Winchester

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Frequently Asked Questions About Winchester hotels

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How many hotels are there in Winchester?

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