Hotels in Winchester

Photo by Michael Schuier

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Where to stay in Winchester?

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Top landmarks in Winchester

  • Image for Bluegrass Heritage Museum

    Bluegrass Heritage Museum

    You can spend time browsing the exhibits at Bluegrass Heritage Museum during your trip to Winchester. While you're here, you can savor the top-notch restaurants.

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    Bluegrass Heritage Museum

Find out more about Winchester

Winchester is a welcoming city where you can spend time checking out the local cuisine. Simply book an excursion to enjoy your stay a little more. Have a relaxing day visiting Kentucky Horse Park. Check out other sights like Fort Boonesborough State Park and Hamburg Place.

Frequently asked questions

What hotels do travelers like in Winchester?
Hampton Inn Winchester, Holiday Inn Express Lexington East - Winchester, an IHG Hotel and Best Western Winchester Hotel are all properties that our guests really like.
Where can I find free parking with my stay in Winchester?
Park your car for free at these properties: Baymont by Wyndham Winchester, Comfort Inn and Holiday Inn Express Lexington East - Winchester, an IHG Hotel. There are 5 choices you may want to check out on our site.
Can I book refundable hotels in Winchester?
If you want the flexibility to change your plans to Winchester, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Winchester?
Your furry friend can stay with you at these pet-friendly hotels: Red Roof Inn Lexington - Winchester, Baymont by Wyndham Winchester and Best Western Winchester Hotel.
Which Winchester hotels do travelers like for their central location?
Travelers like these properties for their good location: Hampton Inn Winchester and Holiday Inn Express Lexington East - Winchester, an IHG Hotel.
Where should I stay in Winchester if I'm looking for a cheap accommodation?
A few inexpensive options worth considering are Hampton Inn Winchester, Best Western Winchester Hotel and Baymont by Wyndham Winchester.
Where can I stay in Winchester if I want a vacation home instead of a traditional hotel?
Browse 6 vacation homes on our site.
Where can I stay if I'm visiting Winchester with my family?
Your kids are welcome at Hampton Inn Winchester, Baymont by Wyndham Winchester and Comfort Inn. You can also review 6 options on our site.
What will the weather in Winchester be like during my visit?
July and August are typically the warmest months in Winchester when the average temp is 75°F. January and February are the coldest months when the average temperature is 39°F. May and July are the months with the most rain.
Why should I book my Winchester accommodation with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures you always get the lowest price, and you can earn reward nights with our Rewards Program saving your money.

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