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Hotels in Winchester

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Where to stay in Winchester?

Best Western Winchester Hotel
Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Stay at a peaceful spot with easy interstate access and tranquil rooms to rest in.
The price is $72
$80 total
includes taxes & fees
Jan 20 - Jan 21
Best Western Winchester Hotel
Hampton Inn Winchester
Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (455 reviews)
  • cleanliness
    Unwind in a peaceful Winchester retreat with seasonal outdoor pool and fitness center.
The price is $106
$117 total
includes taxes & fees
Feb 15 - Feb 16
Hampton Inn Winchester
Baymont by Wyndham Winchester
Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (773 reviews)
  • cleanliness
    Peaceful Winchester stay with clean rooms and indoor pool for year-round swimming.
The price is $76
$83 total
includes taxes & fees
Jan 18 - Jan 19
Baymont by Wyndham Winchester
Holiday Inn Express Lexington East - Winchester by IHG
Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
9.4 out of 10, Exceptional, (532 reviews)
  • cleanliness
    Experience Winchester with a complimentary breakfast after your morning swim at the pool.
The price is $88
$97 total
includes taxes & fees
Feb 15 - Feb 16
Holiday Inn Express Lexington East - Winchester by IHG
Value Stay
Value Stay
2.0 star property
Winchester
7.8 out of 10, Good, (127 reviews)
  • cleanliness
    Near downtown Winchester with free parking and WiFi for a smooth stay.
The price is $67
$74 total
includes taxes & fees
Jan 17 - Jan 18
Value Stay
Red Roof Inn Winchester - Lexington East
Red Roof Inn Winchester - Lexington East
2.0 star property
Winchester
6.4 out of 10, (588 reviews)
  • cleanliness
    Stay connected in Winchester with free Wi-Fi, parking, and 24-hour service.
The price is $62
$69 total
includes taxes & fees
Jan 19 - Jan 20
Red Roof Inn Winchester - Lexington East
Comfort Inn Winchester
Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (353 reviews)
  • cleanliness
    Peaceful Winchester stay with indoor swimming and fitness near Community Park.
The price is $72
$80 total
includes taxes & fees
Feb 5 - Feb 6
Comfort Inn Winchester
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
Lexington
8.8 out of 10, Excellent, (1,202 reviews)
  • cleanliness
    Peaceful stay near Rupp Arena with convenient access to local dining options.
The price is $90
$105 total
includes taxes & fees
Jan 18 - Jan 19
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Days Inn Lexington SE/Hamburg
Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,011 reviews)
  • cleanliness
    Tranquil lodging near Lexington Sporting Club with free breakfast and parking.
The price is $57
$66 total
includes taxes & fees
Feb 2 - Feb 3
Days Inn Lexington SE/Hamburg
Comfort Inn Lexington I-75
Comfort Inn Lexington I-75
2.5 star property
Lexington
7.4 out of 10, Good, (734 reviews)
  • cleanliness
    Experience Kentucky charm minutes from Rupp Arena and University of Kentucky.
The price is $72
$84 total
includes taxes & fees
Jan 19 - Jan 20
Comfort Inn Lexington I-75
Hotel LEX, Trademark Collection by Wyndham
Hotel LEX, Trademark Collection by Wyndham
3.0 star property
Lexington
8.4 out of 10, Very Good, (578 reviews)
  • cleanliness
    Stylish Lexington retreat with indoor pool and restaurant near Rupp Arena and UK.
The price is $71
$82 total
includes taxes & fees
Jan 30 - Jan 31
Hotel LEX, Trademark Collection by Wyndham
Hyatt Place Lexington
Hyatt Place Lexington
3.0 star property
Lexington
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Modern hotel near University of Kentucky with easy Kroger Field access.
The price is $88
$103 total
includes taxes & fees
Jan 17 - Jan 18
Hyatt Place Lexington
avid hotel Lexington - Hamburg Area by IHG
avid hotel Lexington - Hamburg Area by IHG
2.5 star property
Lexington
9.2 out of 10, Wonderful, (889 reviews)
  • cleanliness
    Smart hotel near Rupp Arena with 24-hour fitness and free hot breakfast daily.
The price is $78
$91 total
includes taxes & fees
Jan 18 - Jan 19
avid hotel Lexington - Hamburg Area by IHG
Holiday Inn Lexington - Hamburg by IHG
Holiday Inn Lexington - Hamburg by IHG
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1,003 reviews)
The price is $88
$102 total
includes taxes & fees
Jan 23 - Jan 24
Holiday Inn Lexington - Hamburg by IHG
Home2 Suites by Hilton Lexington Hamburg
Home2 Suites by Hilton Lexington Hamburg
3.0 star property
Lexington
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Unwind near Hamburg Pavilion with free amenities and a refreshing indoor pool.
The price is $98
$113 total
includes taxes & fees
Jan 20 - Jan 21
Home2 Suites by Hilton Lexington Hamburg
Homewood Suites Lexington-Hamburg
Homewood Suites Lexington-Hamburg
3.0 star property
Lexington
9.2 out of 10, Wonderful, (665 reviews)
  • cleanliness
    Journey to Lexington's Homewood Suites with fitness, pool, and complimentary perks.
The price is $101
$117 total
includes taxes & fees
Feb 1 - Feb 2
Homewood Suites Lexington-Hamburg
Sleep Inn Lexington
Sleep Inn Lexington
2.5 star property
Liberty Area
7.8 out of 10, Good, (810 reviews)
  • cleanliness
    Located near Lexington's Kroger Field, this hotel ensures easy access to your events.
The price is $69
$80 total
includes taxes & fees
Jan 22 - Jan 23
Sleep Inn Lexington
Hilton Garden Inn Lexington Hamburg
Hilton Garden Inn Lexington Hamburg
3.0 star property
Liberty Area
8.6 out of 10, Excellent, (853 reviews)
The price is $84
$97 total
includes taxes & fees
Jan 22 - Jan 23
Hilton Garden Inn Lexington Hamburg
Spark by Hilton Lexington Hamburg
Spark by Hilton Lexington Hamburg
2.5 star property
Lexington
8.6 out of 10, Excellent, (319 reviews)
  • cleanliness
    Relaxing hotel with convenient highway access and indoor swimming pool near Hamburg Place.
The price is $61
$70 total
includes taxes & fees
Jan 29 - Jan 30
Spark by Hilton Lexington Hamburg
Hampton Inn I-75 Lexington/Hamburg Area
Hampton Inn I-75 Lexington/Hamburg Area
2.5 star property
Lexington
8.6 out of 10, Excellent, (978 reviews)
  • cleanliness
    Serene escape close to Lexington's attractions with complimentary breakfast.
The price is $81
$94 total
includes taxes & fees
Jan 22 - Jan 23
Hampton Inn I-75 Lexington/Hamburg Area
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.

Check out hotels with a pool in Winchester

You may also like pet-friendly hotels in Winchester

You can also stay at family-friendly hotels in 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.

When is the best time to visit Winchester?

Our prices for hotels in Winchester are cheapest in December
Price trends for hotels in Winchester
Pricing is based on two traveler single night rates
View properties in January
Currently viewing crowd sizes and weather for January.
Typical weather for Winchester
January
High 4°C / low -3°C. Snow likely.
View properties in January
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January, no crowd data, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
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February, no crowd data, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
-2°
13°
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March, no crowd data, average high temperature 13 degrees Celsius, average low temperature 3 degrees Celsius. Cloudy most days.
18°
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April, no crowd data, average high temperature 18 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
23°
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May, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
28°
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June, no crowd data, average high temperature 28 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
29°
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July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
29°
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August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
26°
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September, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
19°
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October, no crowd data, average high temperature 19 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
12°
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November, no crowd data, average high temperature 12 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
weather_cloudy
December, no crowd data, average high temperature 8 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
Monthly weather averages (˚C)

Top landmarks in Winchester

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.

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

Frequently asked questions

What hotels do travelers like in Winchester?
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 6 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.