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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
$122 nightly
The price is $142 total per night
$142 total
Dec 24 - Dec 25
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 24 - Dec 25
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
$185 nightly
The price is $215 total per night
$215 total
Dec 21 - Dec 22
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 16 - Dec 17
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..
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.
Candlewood Suites Lexington Medical District by IHG
501 Waller Avenue Lexington KY
$86 nightly
The price is $100 total per night
$100 total
Dec 20 - Dec 21
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.
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 11 - Dec 12
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 19 - Dec 20
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
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.
Hyatt Regency Lexington
401 W High St Lexington KY
$108 nightly
The price is $125 total per night
$125 total
Dec 24 - Dec 25
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
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.
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 | $215 |
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, Embassy Suites by Hilton Lexington/UK Coldstream, Hyatt Regency Lexington, Staybridge Suites Lexington S Medical Ctr Area by IHG |
Most Recent Winchester Hotel Reviews
DoubleTree Suites by Hilton Hotel Lexington
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Very clean. Staff courteous "
A verified traveler stayed at DoubleTree Suites by Hilton Hotel Lexington
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