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Top Winchester Family-Friendly Hotels

Baymont by Wyndham Winchester
Lobby
Baymont by Wyndham Winchester
2.5 star property
7.0 out of 10, Good, (627)
"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 ฿2,695
฿2,971 total
includes taxes & fees
4 Dec - 5 Dec
Baymont by Wyndham Winchester
Hampton Inn Winchester
Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace
Hampton Inn Winchester
2.5 star property
9.2 out of 10, Wonderful, (401)
"Leann was very nice and I was able to get checked in quickly. "
The price is ฿3,724
฿4,106 total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn Winchester
Best Western Winchester Hotel
Seasonal outdoor pool
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 ฿2,888
฿3,183 total
includes taxes & fees
4 Dec - 5 Dec
Best Western Winchester Hotel
Red Roof Inn Winchester
Exterior
Red Roof Inn Winchester
2.0 star property
6.4 out of 10, (524)
"The lady working til 11:00 was wonderful, and told me she was working in the morning again. She was super nice and helpful ! Shane Gill"
The price is ฿2,384
฿2,628 total
includes taxes & fees
5 Dec - 6 Dec
Red Roof Inn Winchester
Comfort Inn
Desk, iron/ironing board, free WiFi, bed sheets
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 holidays?
The welcoming destination of Winchester is a great choice if you’ve been thinking about a holiday with the children. The excursions, American football matches and cafes are just some of the things that make this an attractive spot for a family holiday. Arrange a flight into Lexington, KY (LEX-Blue Grass), which is located 23 mi (37.1 km) from the city centre.
What's the best family accommodation 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 family-friendly hotels can I expect to find in Winchester?
Expedia has 6 family-friendly hotels and other accommodation options in Winchester.
When's the best time to book a family-friendly holiday in Winchester?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.
What's there to see and do with your family in Winchester?
While you are visiting Winchester, you may want to round up the youngsters and make time to see interesting attractions such as Hamburg Pavilon and Hamburg Place. Make sure that you have lots of time for activities such as Claiborne Farm and Kentucky River Museum.