Find Family Hotels in Winchester, KY

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Check availability on Winchester Family Hotels

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

Our top choices for Winchester family-friendly hotels

Suite, 1 King Bed, Hot Tub | Free WiFi, bed sheets

Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (148 reviews)
"The pool was very nice "
United States
Todd
The price is ₩89,532
₩98,698 total
includes taxes & fees
May 26 - May 27
Value Stay
Free daily full breakfast

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very Good, (1,002 reviews)
"Old school motel. Parking outside your door. Family run. Perfect for us. "
United States
Bruce
The price is ₩144,146
₩158,911 total
includes taxes & fees
May 26 - May 27
Best Western Winchester Hotel
Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (803 reviews)
  • cleanliness
    Family-friendly hotel offers indoor swimming, free breakfast, and nearby park for all-ages adventure.
"Friendly folk"
United States
Terry
The price is ₩123,964
₩136,658 total
includes taxes & fees
Jun 14 - Jun 15
Baymont by Wyndham Winchester
Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (466 reviews)
  • cleanliness
    Family vacation magic at Hampton Inn Winchester—splash in the seasonal pool, enjoy free breakfast, and explore parks nearby.
"Clean and comfortable room"
United States
Don
The price is ₩212,782
₩234,571 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn Winchester
Indoor pool, sun loungers

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
Lexington
8.8 out of 10, Excellent, (1,154 reviews)
  • cleanliness
    Create unforgettable family memories at a hotel with an indoor pool, premium entertainment, and complimentary breakfast included.
"The room was clean, me and my family had a great time there"
United States
benjamin
The price is ₩109,830
₩127,479 total
includes taxes & fees
Jun 23 - Jun 24
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Indoor pool, open 5:00 AM to 10:00 PM, sun loungers

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG
3.0 star property
Lexington
9.4 out of 10, Exceptional, (2,207 reviews)
"The hotel was clean, conveniently located, family friendly"
United States
Vickie
The price is ₩148,714
₩172,612 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express Lexington Horse Park Area by IHG
Interior entrance

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1,004 reviews)
"Highly recommend, clean rooms , friendly and helpful staff. Really good water pressure in the shower. Rooms smell fresh not moldy which is a huge plus for people with allergies. Breakfast was your typical, something for everyone. Easy access to tons of amenities. "
United States
Bertha
The price is ₩165,406
₩182,341 total
includes taxes & fees
May 31 - Jun 1
Quality Inn Richmond
Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,002 reviews)
  • cleanliness
    Family-friendly escape in Lexington offers comfortable rooms, convenient breakfast options, and easy access to local attractions.
"Very nice the family enjoyed it."
United States
Jessica
The price is ₩92,263
₩107,088 total
includes taxes & fees
Jun 22 - Jun 23
Days Inn Lexington SE/Hamburg
Indoor pool

Hampton Inn I-75 Lexington/Hamburg Area

Hampton Inn I-75 Lexington/Hamburg Area
2.5 star property
Lexington
8.6 out of 10, Excellent, (1,003 reviews)
"Great place to interact with family and friends."
United States
Christopher
The price is ₩134,146
₩155,694 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn I-75 Lexington/Hamburg Area
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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Choose what matters most at family-friendly hotels in Winchester

Pool
Breakfast included

Top Winchester Hotel Reviews

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

6/10 Okay
"We’ve stayed in this hotel before and it’s very large. Perhaps it was the location of our room this time, which was in an older back hallway, that added to the less than desirable experience. The room was musty and smelled terrible. The entry door didn’t latch and needed to be locked to stay closed. The staff member who checked us in had the personality of cardboard. After waiting several minutes to check out, we just used the app - no one showed up. It’s decorated beautifully with great atmosphere and the restaurant was good, but overall didn’t measure up and not worth the $$. I’ll look elsewhere next time."
Alayne 1-night trip
Posted less than an hour ago
The Campbell House Lexington, Curio Collection by Hilton

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.
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 Lexington Sporting Club Youth Complex. Make sure you have lots of time for activities like Hamburg Pavilon and Hamburg Place.