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Find Family Hotels in Winchester, KY

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Pick from 5 Winchester Family Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Baymont by Wyndham Winchester
Exterior
Baymont by Wyndham Winchester
2.5 star property
7.0 out of 10, Good, (628)
"They are redoing the carpet and appear to be remodeling. Front and dining area are nice, and rooms good. The bathroom seems to be in process because it needed a few repairs. Overall fine and good price, plus convenient."
The price is AED 293
AED 323 total
includes taxes & fees
28 Nov - 29 Nov
Baymont by Wyndham Winchester
Hampton Inn Winchester
Exterior
Hampton Inn Winchester
2.5 star property
9.2 out of 10, Wonderful, (404)
"Rooms not as up to date"
The price is AED 403
AED 447 total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn Winchester
Best Western Winchester Hotel
Property entrance
Best Western Winchester Hotel
2.5 star property
8.4 out of 10, Very Good, (877)
"It was clean , convenient and the staff was nice and friendly. Good breakfast available in the mornings."
The price is AED 314
AED 346 total
includes taxes & fees
27 Nov - 28 Nov
Best Western Winchester Hotel
Red Roof Inn Winchester
Exterior
Red Roof Inn Winchester
2.0 star property
6.4 out of 10, (526)
"Nice as always "
The price is AED 246
AED 271 total
includes taxes & fees
26 Nov - 27 Nov
Red Roof Inn Winchester
Comfort Inn
Exterior
Comfort Inn
2.5 star property
7.0 out of 10, Good, (326)
"One night stay to visit Claireborne farm. Comfortable, quiet , clean had everything we needed."
Comfort Inn
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.
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Frequently asked questions

What's Winchester like for family-friendly vacations?
The welcoming destination of Winchester is a great choice if you’ve been thinking about a vacation with the kids. The excursions, football games, and cafes are just some of the things that make this an attractive family vacation spot. Arrange a flight into Blue Grass Airport (LEX), which is located 23 mi (37.1 km) from the city center.
What's the best place to stay for families in Winchester?
Hampton Inn Winchester is a hotel with free parking and free breakfast, and it’s a top choice on Expedia for families.
How many hotels that welcome families will I be able to find in Winchester?
Expedia has 6 family-friendly hotels and other accommodations in Winchester.
When's the best time to book a family-friendly vacation in Winchester?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.
What's there to see and do with your family in Winchester?
While you are visiting Winchester, you might want to round up the kiddos and make time to see interesting attractions such as Hamburg Pavilon and Hamburg Place. Make sure you have lots of time for activities like Claiborne Farm and Kentucky River Museum.