Compare Business Hotels in Winchester

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Featured Winchester Business Hotels

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

2.5 out of 5
960 Interstate Dr Winchester KY
$71 nightly
The price is $79 total per night
$79 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Baymont by Wyndham Winchester in Winchester, you'll be within a 5-minute drive of Lykins Park and The Holler.
Pool
Breakfast included
Comfort Inn Winchester

Comfort Inn Winchester

2.5 out of 5
5250 Revilo Rd Winchester KY
$62 nightly
The price is $68 total per night
$68 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Comfort Inn Winchester places you in the heart of Winchester, within a 5-minute drive of Clark County Medical Center and Clark Regional Medical Center.
Pool
Parking included
Hampton Inn Winchester

Hampton Inn Winchester

2.5 out of 5
1025 Early Dr Winchester KY
$106 nightly
The price is $117 total per night
$117 total
Dec 28 - Dec 29
Total with taxes and fees
A stay at Hampton Inn Winchester places you in the heart of Winchester, within a 5-minute drive of The Holler and Clark County Courthouse.
Pool
Breakfast included
Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East

2 out of 5
1100 Interstate Drive Winchester KY
$62 nightly
The price is $69 total per night
$69 total
Dec 8 - Dec 9
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Winchester, Red Roof Inn Winchester - Lexington East is within a 5-minute drive of The Holler and Clark County Courthouse.
Pet friendly
Parking included
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 out of 5
1307 W Lexington Ave Winchester KY
$93 nightly
The price is $103 total per night
$103 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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
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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
1,184 hotels
Lowest Price
$68
Highest Price
$117
Popular hotels
Baymont by Wyndham Winchester, Comfort Inn Winchester, Hampton Inn Winchester, Red Roof Inn Winchester - Lexington East, Best Western Winchester Hotel

Most Recent Winchester Hotel Reviews

GuestHouse Lexington

GuestHouse Lexington

5 out of 5
Posted 8 hours ago
CheapTickets Verified Review
"Great location "
A verified traveler from Sardinia stayed at GuestHouse Lexington
GuestHouse Lexington

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