An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

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Check availability on Winchester Luxury Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Winchester luxury hotels

A fire pit with seating and umbrellas in an outdoor area.

1. Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa
4.5 star property
Lexington
8.4 out of 10, Very good, (877 reviews)
  • cleanliness
    Indulge in refined luxury at this Lexington golf resort with spa sanctuary and heated pools.
The price is AED 373
AED 507 total
includes taxes & fees
15 Nov - 16 Nov
Marriott Lexington Griffin Gate Golf Resort & Spa
A hot tub with a view of a forest, a ceiling fan, and a painting on the wall.

2. New Barndominium/12 Guest /2 Hot Tubs/ 2 Kitchens/ 2 Firepits

New Barndominium/12 Guest /2 Hot Tubs/ 2 Kitchens/ 2 Firepits
Stanton
10.0 out of 10, Exceptional, (1 review)
The price is AED 1,285
AED 2,777 total
includes taxes & fees
3 Nov - 4 Nov
New Barndominium/12 Guest /2 Hot Tubs/ 2 Kitchens/ 2 Firepits
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.
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Top Winchester Hotel Reviews

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

8/10 Good
"All was good"
Betty 1-night trip
Posted less than an hour ago
Embassy Suites by Hilton Lexington/UK Coldstream

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.

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