Compare Cheap Hotels in Winchester

Secret Bargains - Save an extra 10% or more on select Cheap Hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Featured Winchester Cheap Hotels

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

2.5 out of 5
960 Interstate Dr, Winchester, KY
The price is $88 per night
$88
includes taxes & fees
$80 per night
Dec 29 - Dec 30
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 Bluegrass Heritage Museum.
Red Roof Winchester - Lexington East

Red Roof Winchester - Lexington East

2 out of 5
1100 Interstate Drive, Winchester, KY
The price is $69 per night
$69
includes taxes & fees
$62 per night
Dec 25 - Dec 26
Free Cancellation
Reserve now, pay when you stay
Located in Winchester, Red Roof Winchester - Lexington East is within a 5-minute drive of Lykins Park and Bluegrass Heritage Museum.
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 out of 5
1307 W Lexington Ave, Winchester, KY
The price is $94 per night
$94
includes taxes & fees
$85 per night
Jan 1 - Jan 2, 2025
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.
Don't see what you're looking for?
See all available properties in Winchester
View all properties
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.

Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.

Winchester hotels essential information

Accommodation
1,090 hotels
Lowest Price
$69
Highest Price
$94
Popular hotels
Baymont by Wyndham Winchester, Red Roof Winchester - Lexington East, Best Western Winchester Hotel

Most Recent Winchester Hotel Reviews

Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Every thing was good"
A verified traveler stayed at Quality Inn Lexington -Horse Park
Quality Inn Lexington -Horse Park

Types of Hotels

Top 20 Winchester Hotels

Hotels Near Winchester

Top Hotel Brands

Hotels By Star Rating

Cities near Winchester