Photo by Hyelsinta

Family friendly Hotels in Winchester, Lexington

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester Family friendly Hotels

Top Winchester Family friendly Hotels

Baymont by Wyndham Winchester
Lobby

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (720)
"Very nice hotel. Staff was wonderful. "
The price is P4,522
P4,985 total
includes taxes & fees
Jul 27 - Jul 28
Baymont by Wyndham Winchester
Hampton Inn Winchester
Select Comfort beds, in-room safe, desk, laptop workspace

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (430)
"Easy access to the hotel and drivable distance to other restaurants. Briana is friendly and helpful with the check in process. "
The price is P7,309
P8,057 total
includes taxes & fees
Aug 10 - Aug 11
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, (942)
"best check in staff I have ever experienced. one of the best breakfasts also. Room has a full size jacucci and the pool was open"
The price is P5,648
P6,226 total
includes taxes & fees
Jul 16 - Jul 17
Best Western Winchester Hotel
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (563)
"Staff were really friendly, dog stay free, and the rooms were beautiful"
The price is P3,530
P3,892 total
includes taxes & fees
Jul 20 - Jul 21
Red Roof Winchester - Lexington East
Comfort Inn
Desk, iron/ironing board, free WiFi, bed sheets

Comfort Inn

2.5 star property
7.0 out of 10, Good, (337)
"Hotel was overbooked. We had booked 2 rooms for my wife and 4 kids. Because there were no adjoining rooms we ended up booking just one room. It worked out ok but kind of disappointed."
The price is P3,815
P4,205 total
includes taxes & fees
Aug 10 - Aug 11
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.

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 Clark County Public Library and Hamburg Pavilon. Make sure you have lots of time for activities like Hamburg Place and Claiborne Farm.