Photo by Hyelsinta

Winchester Hotel Guide - 5 Stars Hotels in Winchester, Lexington

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester 5 Star Hotels

Top Winchester 5 Star Hotels

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winchester.
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

2601 Richmond Rd, Lexington, KY
The price is Rp1.850.317 per night from 14 Sept to 15 Sept
Rp1.850.317
Rp2.147.663 total
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Still don't see what you're looking for?
See all properties in Winchester.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 city centre 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.

See all hotels in Winchester
Photo by Hyelsinta
Open Photo by Hyelsinta

Top Winchester Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winchester?
There are various pricing options for a 5-star hotel in Winchester on Expedia. How much you'll pay will depend on when you plan to travel, length of stay and other factors. Compare all of the available accommodation for your preferred dates and use our pricing and other filters to find the perfect upscale stay.

  • Search for the lowest price per night from Rp1.850.317

What makes a hotel 5 stars in Winchester?
Flawless guest service is the hallmark of every 5-star hotel in Winchester. From the minute you step through the door, staff cater to your every need, whether arranging customised tours or providing a nightly turn-down service. Plus, hotels must offer superior conveniences to obtain a 5-star rating. These can include luxury bathrobes, a wellness centre, swimming pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winchester?
Expedia's filter tool is the quickest way to narrow down what you want. Select "5-star" and "All inclusive" to show the finest properties in Winchester where your meals, accommodation, entertainment and activities are included in the upfront price. At these retreats, your holiday is pure leisure from the moment you enter the lobby.