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Find Luxury Hotels in Winchester, KY

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Check availability on Winchester Luxury Hotels

Top Winchester Luxury Hotels

Seasonal outdoor pool
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 star property
Winchester
8.4 out of 10, Very Good, (999)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is AED 297
AED 327 total
includes taxes & fees
24 Nov - 25 Nov
Best Western Winchester Hotel
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

Top Winchester Hotel Reviews

Hyatt Place Lexington

Hyatt Place Lexington

10/10 Excellent
"Everything was good. The front desk ladies were awesome"
Caitlyn 1-night trip
Posted 3 days ago
Hyatt Place Lexington

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Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Winchester?
Use Expedia to help you arrange a flight to Blue Grass Airport (LEX) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Winchester offers. During your visit, you might want to enjoy the restaurants which Winchester is known for.
When can I expect good weather in Winchester?
Planning for the weather is an important factor for making your trip to Winchester a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.
What's there to see and do in Winchester?
Experience Winchester and visit Bluegrass Heritage Museum, Cassell Creek Golf Course, and Winchester Opera House. If you have extra time while you're in the area, you might want to see Clark County Courthouse and College Park.