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Top Rated Winchester Hotels
Price for 1 night 2 adults*
Per night/room
Nov 14 - Nov 15
The location wasn't the best. The lobby smelled of some kind of industrial cleaner. Ceiling tiles were missing and there was a cluster of buckets and waste baskets catching a leak in the breakfast area.
Per night/room
Nov 3 - Nov 4
It was a convenient, clean , and quiet place to stay.
Per night/room
Nov 1 - Nov 2
The staff were super friendly and helpful. The breakfast was great and we arrived during the early evening hours when they had light snacks available for dinner. We were impressed.
Per night/room
Nov 3 - Nov 4
Hotel was clean and convenient location. The bed were comfortable and slept well exactly what you ask for in a hotel.
Per night/room
Nov 8 - Nov 9
Property was right off the interstate and I was traveling west. Have stayed here before. Never disappointed.
When we got there they informed us they cannot receive online reservations. And they wouldn’t give us a room. My debit card was charged $89.13 and we still had to find another hotel
Per night/room
Nov 3 - Nov 4
Great location! Right next to UK campus and steps to downtown action. Breakfast buffet was decent, the bar is good, fitness center needs to step it up but it served the purpose;)
Per night/room
Oct 20 - Oct 21
What a great hotel. Clean with plenty of room. Loved all the horse details everywhere!
Per night/room
Nov 3 - Nov 4
The rooms are redone and are very spacious and redone. But the rooms still smell like cigarette smoke. The hotel is in a very walkable location.
Hotels in Winchester by star rating
Luxury Hotels in Winchester
Price for 1 night 2 adults*
Per night/room
Nov 3 - Nov 4
Pet Friendly Winchester Hotels
Price for 1 night 2 adults*
Per night/room
Nov 3 - Nov 4
Per night/room
Nov 14 - Nov 15
Finding a Hotel in Winchester
So you're thinking about a getaway to Winchester? If you want a place to call home that's located close to Winchester attractions, use Orbitz to pick your travel dates, and then presto! Review the list of hotels and other accommodations to find those that are close to what you want to see.
Whether you want to find a B&B or a budget-friendly motel, Winchester has 7 lodging choices including:
- 4 hotels
- 2 motels
We make it easy to find a convenient flight into Lexington, KY (LEX-Blue Grass), which is 25.1 mi (40.5 km) from the heart of the city. Find the ideal flight quickly by using the filters on our site to narrow down your search.
Accommodations in Winchester
Orbitz can help you find lodging that has all the amenities you want in a hotel, whether that's free parking, a kitchen, or a swimming pool.
If you want to grab a bite before hitting the road to discover your surroundings, consider one of these Winchester properties, known for their free breakfast:
- Comfort Inn
- Baymont by Wyndham Winchester
- Red Roof Inn Lexington - Winchester
Take a dip when you stay at one of these Winchester properties, noted for their pools.
- Baymont by Wyndham Winchester
- Hampton Inn Winchester
- Comfort Inn
What's the Weather Like in Winchester?
Debating whether you're going to need socks with your sandals while you're here? Winchester is typically warmest in July and August, while it’s usually the chilliest in January and December. The rainiest months are May and July, while the driest months are normally October and September. Here's a summary of rain and seasonal temperatures so you'll be fully prepared for all that Mother Nature can deliver:
- January to March: average temp during the day is 61°F and 21°F at night
- April to June: average temp during the day is 85°F and 35°F at night
- July to September: average temp during the day is 86°F and 47°F at night
- October to December: average temp during the day is 73°F and 21°F at night
- Annual rainfall average: 45.59 inches
Things to See and Do in Winchester
While you're here, you may want to grab some grub or libations at the restaurants Winchester is known for. Explore these well-known attractions during your visit:
- Bluegrass Heritage Museum
- Southwind Golf Course
- Lykins Park
- Community Park
- Cassell Creek Golf Course
- Rupp Arena
Recent Reviews
An Airport
An Attraction
- Hotels near Community Park
- Hotels near Southwind Golf Course
- Hotels near Clark Regional Medical Center
- Hotels near Bluegrass Heritage Museum
- Hotels near Lykins Park
- Hotels near Cassell Creek Golf Course
- Hotels near University of Kentucky
- Hotels near Rupp Arena
- Hotels near Keeneland Racing Course
- Hotels near Kroger Field
- Hotels near Mary Todd Lincoln House
- Hotels near Kentucky Horse Park
- Hotels near Red River Gorge
- Hotels near Fayette Mall
- Hotels near The Mall At Lexington Green
- Hotels near Lexington Opera House
- Hotels near Lexington Convention Center
- Hotels near Eastern Kentucky University
- Hotels near University of Kentucky Albert B. Chandler Hospital
- Hotels near Natural Bridge State Park
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