Photo by Hyelsinta

Hotels in Winchester

Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Check prices for these dates

Tonight
Mar 22 - Mar 23
Tomorrow
Mar 23 - Mar 24
Next weekend
Mar 28 - Mar 30
In two weeks
Apr 4 - Apr 6

Where to stay in Winchester?

Holiday Inn Express Lexington East - Winchester by IHG
In-room safe, desk, laptop workspace, blackout drapes

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (437)
The price is $104
$116 total
includes taxes & fees
Mar 23 - Mar 24
Holiday Inn Express Lexington East - Winchester by IHG
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.
trending_down

Our prices for hotels in Winchester are cheapest in December

See average prices and weather for all months

Price trends for hotels in Winchester

Pricing is based on two traveler single night rates
Mar
$104
Average price during March is $104
Apr
$118
Average price during April is $118
May
$127
Average price during May is $127
Jun
$132
Average price during June is $132
Jul
$119
Average price during July is $119
Aug
$117
Average price during August is $117
Sep
$112
Average price during September is $112
Oct
$120
Average price during October is $120
Nov
$112
Average price during November is $112
Dec
$89
Average price during December is $89
Jan
$96
Average price during January is $96
Feb
$94
Average price during February is $94
Currently viewing crowd sizes and weather for March.

March

trending_downLow crowds
High 13°C / low 3°C. Cloudy most days.
13°
weather_cloudy
March, Low crowds, average high temperature 13 degrees Celsius, average low temperature 3 degrees Celsius. Cloudy most days.
3°
18°
weather_sun
April, High crowds, average high temperature 18 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
23°
weather_sun
May, High crowds, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
28°
weather_sun
June, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
29°
weather_sun
July, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
29°
weather_sun
August, High crowds, average high temperature 29 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
26°
weather_sun
September, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
19°
weather_sun
October, High crowds, average high temperature 19 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
12°
weather_partly_sunny
November, Moderate crowds, average high temperature 12 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
8°
weather_cloudy
December, Low crowds, average high temperature 8 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
4°
ac_unit
January, Low crowds, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
7°
weather_cloudy
February, Low crowds, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
-2°
Monthly weather averages (˚C)
View all properties

Top landmarks in Winchester

Clark Regional Medical Center

Though Clark Regional Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Winchester while you are here.

See properties in Clark Regional Medical Center
Clark Regional Medical Center

Learn more about Winchester

Winchester is well-known for its attractions such as Bluegrass Heritage Museum and Lykins Park. Visitors to this welcoming city speak highly of the restaurants whereas sights include Southwind Golf Course and Cassell Creek Golf Course.

See all hotels in Winchester
Canoeing down the Kentucky river 🚣
Photo by Hyelsinta
Open Photo by Hyelsinta

Frequently asked questions

What hotels do travelers like in Winchester?
Holiday Inn Express Lexington East - Winchester by IHG, Hampton Inn Winchester and Value Stays by OYO I-64 are all properties that our guests really like.
Can I book refundable hotels in Winchester?
If you want the flexibility to change your plans to Winchester, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay in Winchester if I want a vacation home instead of a traditional hotel?
Browse 8 vacation homes on our site.
What will the weather in Winchester be like during my visit?
July and August are typically the warmest months in Winchester when the average temp is 72°F. January and February are the coldest months when the average temperature is 38°F. April and July are the months with the most rain.
Why should I book my Winchester accommodation with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.