Hotels in Winchester

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Tonight
May 3 - May 4
Tomorrow
May 4 - May 5
Next weekend
May 9 - May 11
In two weeks
May 16 - May 18

Where to stay in Winchester?

Katy House Bed and Breakfast
The Garden Cottage | Terrace/patio

Katy House Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (394)
The price is $161
includes taxes & fees
$142 per night
May 27 - May 28
Katy House Bed and Breakfast
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.

Top landmarks in Winchester

Fayette County Courthouse

Fayette County Courthouse is worth a visit when in central La Grange.

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Fayette County Courthouse

Learn more about Winchester

The region around Winchester is home to attractions such as Bluff Creek Ranch and Buescher State Park.

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A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What hotels do travelers like in Winchester?
Guests like Hampton Inn La Grange.
Can I book a refundable hotel in Winchester?
If you want the flexibility to change your travel plans to Winchester, most hotels provide refundable* rates you can book. You can see these properties by searching our site and using the “fully refundable” filter to narrow down the results.
What will the weather in Winchester be like during my vacation?
August and July are typically the warmest months in Winchester when the average temp is 83°F. January and February are the coldest months when the average temperature is 55°F. May and April are the months with the most rain.
Why should I book my Winchester hotel with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

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