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Find Family Hotels in Winchester, KY

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Compare Winchester Family Hotels 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, (637)
"Staff was very friendly and accommodating "
The price is SAR 284
SAR 313 total
includes taxes & fees
12 Jan - 13 Jan
Baymont by Wyndham Winchester
Hampton Inn Winchester
Exterior

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (409)
"Rooms not as up to date"
The price is SAR 490
SAR 540 total
includes taxes & fees
27 Jan - 28 Jan
Hampton Inn Winchester
Best Western Winchester Hotel
Property entrance

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (888)
"Will recommend to others "
The price is SAR 319
SAR 352 total
includes taxes & fees
11 Jan - 12 Jan
Best Western Winchester Hotel
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (530)
"Nice as always "
The price is SAR 234
SAR 257 total
includes taxes & fees
14 Jan - 15 Jan
Red Roof Winchester - Lexington East
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 Lexington Sporting Club Youth Complex and Hamburg Pavilon. Make sure you have lots of time for activities like Hamburg Place and Claiborne Farm.