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Cheap Winchester Hotels
Best Western Winchester Hotel
1307 W Lexington Ave Winchester KY
$72 nightly
The price is $80 total per night
$80 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.5 mi from city center
With a stay at Best Western Winchester Hotel in Winchester, you'll be within a 5-minute drive of Clark Regional Medical Center and Bluegrass Heritage Museum.
Pool
Breakfast included
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
$123 nightly
The price is $143 total per night
$143 total
Dec 23 - Dec 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
17.9 mi from city center
Hilton Lexington/Downtown is centrally located in Lexington, a 3-minute walk from Lexington Opera House and 5 minutes by foot from Rupp Arena.
Pool
Free airport shuttle
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
$68 nightly
The price is $79 total per night
$79 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.75 mi from city center
When you stay at GuestHouse Lexington in Lexington, you'll be in a shopping district, within a 15-minute drive of University of Kentucky and Kroger Field.
Pool
Breakfast included
The Manchester
941 Manchester St Lexington KY
$168 nightly
The price is $195 total per night
$195 total
Dec 24 - Dec 25
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.5 mi from city center
With a stay at The Manchester in Lexington (Distillery District), you'll be within a 5-minute drive of Lexington Convention Center and Rupp Arena.
Pet friendly
Free WiFi
GLō Best Western Lexington
1935 Stanton Way Lexington KY
$85 nightly
The price is $99 total per night
$99 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.19 mi from city center
Located in Lexington, GLō Best Western Lexington is in the business district, within a 10-minute drive of Lexington Convention Center and Lexington Brewing & Distilling Co..
Pool
Breakfast included
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
$98 nightly
The price is $113 total per night
$113 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15.08 mi from city center
When you stay at DoubleTree Suites by Hilton Hotel Lexington in Lexington, you'll be in the business district, within a 10-minute drive of University of Kentucky and Kroger Field.
Pool
Free airport shuttle
Candlewood Suites Lexington Medical District by IHG
501 Waller Avenue Lexington KY
$82 nightly
The price is $95 total per night
$95 total
Dec 26 - Dec 27
Total with taxes and fees
Free Cancellation
18.85 mi from city center
With a stay at Candlewood Suites Lexington Medical District by IHG, you'll be centrally located in Lexington, within a 5-minute drive of University of Kentucky and Kroger Field.
Pet friendly
Parking included
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
100 Canebrake Drive Lexington KY
$87 nightly
The price is $101 total per night
$101 total
Dec 13 - Dec 14
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.31 mi from city center
With a stay at La Quinta Inn & Suites by Wyndham Lexington South / Hamburg in Lexington, you'll be within a 15-minute drive of University of Kentucky and Kroger Field.
Pool
Breakfast included
Motel 6 Lexington, KY - Airport
750 Newtown Court Lexington KY
$51 nightly
The price is $60 total per night
$60 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
18.1 mi from city center
When you stay at Motel 6 Lexington, KY - Airport in Lexington, you'll be near the airport, within a 5-minute drive of Mary Todd Lincoln House and Legends Field.
Pet friendly
Parking included
Hyatt Regency Lexington
401 W High St Lexington KY
$108 nightly
The price is $125 total per night
$125 total
Dec 26 - Dec 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
17.97 mi from city center
With a stay at Hyatt Regency Lexington, you'll be centrally located in Lexington, just a 4-minute walk from Rupp Arena and 10 minutes by foot from University of Kentucky.
Pool
Free airport shuttle
Embassy Suites by Hilton Lexington/UK Coldstream
1801 Newtown Pike Lexington KY
$95 nightly
The price is $111 total per night
$111 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.19 mi from city center
Located in Lexington, Embassy Suites by Hilton Lexington/UK Coldstream is in the business district, a 5-minute drive from Lexington Convention Center and 6 minutes from Rupp Arena.
Pool
Breakfast included
Staybridge Suites Lexington S Medical Ctr Area by IHG
209 RUCCIO WAY Lexington KY
$97 nightly
The price is $113 total per night
$113 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
19 mi from city center
When you stay at Staybridge Suites Lexington S Medical Ctr Area by IHG in Lexington, you'll be near the airport, within a 10-minute drive of University of Kentucky and Kroger Field.
Pool
Breakfast included
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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Winchester hotels essential information
Accommodation | 1,185 hotels |
|---|---|
Lowest Price | $60 |
Highest Price | $195 |
Popular hotels | Best Western Winchester Hotel, Hilton Lexington/Downtown, GuestHouse Lexington, The Manchester , GLō Best Western Lexington, DoubleTree Suites by Hilton Hotel Lexington, Candlewood Suites Lexington Medical District by IHG, La Quinta Inn & Suites by Wyndham Lexington South / Hamburg, Motel 6 Lexington, KY - Airport, Hyatt Regency Lexington, Embassy Suites by Hilton Lexington/UK Coldstream, Staybridge Suites Lexington S Medical Ctr Area by IHG |
Most Recent Winchester Hotel Reviews
Embassy Suites by Hilton Lexington/UK Coldstream
5 out of 5
Posted 17 hours ago
CheapTickets Verified Review
"The staff was wonderful. The building was undergoing renovations but still clean. Room clean and very nice set up. The one thing not so good was the weak coffee."
A verified traveler stayed at Embassy Suites by Hilton Lexington/UK Coldstream
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