Photo by Nawa Aseen

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
Nov 11 - Nov 12
Tomorrow
Nov 12 - Nov 13
This weekend
Nov 14 - Nov 16
Next weekend
Nov 21 - Nov 23

Where to stay in Winchester?

Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace
Hampton Inn Winchester
Hampton Inn Winchester
2.5 star property
9.2 out of 10, Wonderful, (447)
The price is CNY611
CNY673 total
includes taxes & fees
Nov 24 - Nov 25
Hampton Inn Winchester
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.
See more propertiesforward arrow

Check out hotels with a pool in Winchester

Seasonal outdoor pool
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 star property
Winchester
8.4 out of 10, Very Good, (996)
The price is CNY575
CNY634 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Winchester Hotel
View all properties

You may also like family-friendly hotels in Winchester

Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace
Hampton Inn Winchester

Hampton Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (447)
The price is CNY611
CNY673 total
includes taxes & fees
Nov 24 - Nov 25
Hampton Inn Winchester
View all properties

You can also stay at pet-friendly hotels in Winchester

Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace
Hampton Inn Winchester

Hampton Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (447)
The price is CNY611
CNY673 total
includes taxes & fees
Nov 24 - Nov 25
Hampton Inn Winchester
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.
View all properties

Our prices for Winchester are cheapest in January

See average prices and weather for all months
Price trends for hotels in Winchester
Pricing is based on two traveler single night rates
View properties in November
Currently viewing crowd sizes and weather for November.
Weather forecast for Winchester
November
Moderate crowds
High 12°C / low 3°C. Partly sunny.
View properties in November
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°
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°
Monthly weather averages (˚C)

Top landmarks in Winchester

Cassell Creek Golf Course

You might want to practice your swing at Cassell Creek Golf Course, a golf course located 4.1 mi (6.6 km) from central Winchester. If Cassell Creek Golf Course doesn't quite scratch your golfing itch, Southwind Golf Course is also nearby.
See properties

Bluegrass Heritage Museum

The center of Winchester is home to cultural attractions like Bluegrass Heritage Museum, so you might want to stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Clark Regional Medical Center, Wiseman Park, and Lykins Park.
See properties

Learn more about Winchester

Beneath the shadow of the Bluegrass Heritage Museum, Main Street reveals a parade of antique shops where yesterday's treasures await discovery. The Winchester Opera House stands as a cultural cornerstone in this small Kentucky town with big character. Escape to Daniel Boone National Forest, where hiking trails wind through Appalachian wilderness that would make the legendary frontiersman feel right at home. College Park offers a peaceful retreat when urban exploration tires the feet. Local eateries serve up authentic flavors that chain restaurants can't replicate. For golf enthusiasts, Southwind Golf Course presents challenging fairways with scenic vistas. The Clark County Courthouse anchors the historic downtown, its architecture telling stories of bygone eras without saying a word.

See all hotels in Winchester
Thanks to my friend of mine who's recommended me to this spot easy hike short walk to get there
Photo by Nawa Aseen
Open Photo by Nawa Aseen

Check out reviews of Winchester hotels guests love

GLō Best Western Lexington

GLō Best Western Lexington

10/10 Excellent
"Very clean. Comfortable bed"
Rebecca 1-night trip
Posted 1 day ago
GLō Best Western Lexington

Frequently asked questions

What hotels do travelers like in Winchester?
Holiday Inn Express Lexington East - Winchester by IHG, Hampton Inn Winchester and Best Western Winchester Hotel 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 7 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.

Keep exploring