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Find 5 Star Hotels in Winchester, KY from SAR 402

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Compare Winchester 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

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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.
The Manchester

The Manchester

941 Manchester St, Lexington, KY
The price is SAR 696 per night from Aug 31 to Sep 1
SAR 696
SAR 873 total
31 Aug - 1 Sep
includes taxes & fees
9.4/10 Exceptional! (954 reviews)
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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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Canoeing down the Kentucky river 🚣
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winchester?
The amount you pay for a 5-star hotel in Winchester can vary depending on the time of year you travel and how long you plan to be away, among a number of factors. Use our price per night filter and other search tools to land the best rate on an indulgent stay.

  • Search for the lowest price per night from SAR 402

What makes a hotel 5 stars in Winchester?
From fine dining venues and all-day fitness centers to swimming pools and superior bedding, the 5-star experience in Winchester is all about luxury and relaxation. But it requires more than just upscale perks to receive a 5-star rating. Stays must also offer superior services like in-room beauty treatments, on-site laundry and dry cleaning and concierge services.
Are there any 5-star all-inclusive resorts in Winchester?
Use our filters to find a high-end retreat in Winchester where most of what you need is included. From there, narrow down your results for resorts that have a 5-star rating and are described as "All inclusive." The most important thing to look forward to at these stays? Pure indulgence and relaxation.