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.

Winchester 5 Stars Hotels

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Check availability on Winchester 5 Star Hotels

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Sep 16 - Sep 17
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Sep 17 - Sep 18
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Sep 18 - Sep 20
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Sep 25 - Sep 27
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winchester.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

167 West Main Street Lexington KY
NT$4,351
NT$5,209 total
Sep 27 - Sep 28
includes taxes & fees
21c Museum Hotel Lexington
Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

1800 Newtown Pike Lexington KY
NT$3,533
NT$4,737 total
Sep 20 - Sep 21
includes taxes & fees
Marriott Lexington Griffin Gate Golf Resort & Spa
The Manchester

The Manchester

941 Manchester St Lexington KY
NT$6,666
NT$8,291 total
Sep 28 - Sep 29
includes taxes & fees
The Manchester
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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.

Learn more about Winchester

Stroll through charming downtown streets lined with local shops and eateries. Tee off at Cassell Creek or Southwind Golf Course, then explore local history at the Bluegrass Heritage Museum.

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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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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winchester?
How much you pay for a 5-star hotel in Winchester depends on things such as when you plan to go and the length of your break. Our insider tip for scoring an awesome deal? Use our pricing filters to check out all of the available hotels for your selected dates.
  • Search for the lowest price per night from NT$4,737
What makes a hotel 5 stars in Winchester?
Outstanding guest service is integral to every 5-star hotel in Winchester. From the second you arrive, staff attend to your every need, whether arranging valet parking or providing in-room massages. Also, hotels have to feature upscale conveniences to be eligible for a 5-star rating. These can include deluxe baths, a wellness center, swimming pools, fine dining restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winchester?
Expedia's filters are the easiest way to find exactly what you want. Check the "All inclusive" and "5-star" boxes to show the most luxurious hotels in Winchester where your accommodations, meals, entertainment and activities are included in the price. At these retreats, your vacation is pure extravagance from the moment you check in.

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