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Find Family Hotels in Winchester, KY

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Check availability on Winchester Family Hotels

Top Winchester Family Hotels

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, (428)
"Easy access to the hotel and drivable distance to other restaurants. Briana is friendly and helpful with the check in process. "
The price is SAR 542
SAR 598 total
includes taxes & fees
17 Jul - 18 Jul
Hampton Inn Winchester
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
TV, books

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (287)
"The cabin is lovely! Everything was clean and all the extras provided made this a comfortable stay. "
The price is SAR 468
SAR 878 total
includes taxes & fees
13 Jul - 14 Jul
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!
Interior

Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!

8.4 out of 10, Very Good, (118)
"This cabin is great! The wrap around deck is awesome for hanging out in the evenings, and the loft bedroom was super cool."
The price is SAR 406
SAR 818 total
includes taxes & fees
26 Jun - 27 Jun
Hot Tub - Tiny A-Frame Cabin - Haven at the Red - Red River Gorge, Kentucky!
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
Property grounds

Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!

9.0 out of 10, Wonderful, (156)
"Property was very cute, clean and pretty private. Perfect for our short stay. Thanks for having us. "
The price is SAR 574
SAR 1,104 total
includes taxes & fees
23 Jun - 24 Jun
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
Hot Tub & WiFi - Intimate Cabin - Snuggle Inn - Red River Gorge, Kentucky!
Terrace/patio

Hot Tub & WiFi - Intimate Cabin - Snuggle Inn - Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (121)
"Everything as described. "
The price is SAR 611
SAR 1,128 total
includes taxes & fees
25 Jun - 26 Jun
Hot Tub & WiFi - Intimate Cabin - Snuggle Inn - Red River Gorge, Kentucky!
Hot Tub, WiFi, Pet-Friendly - Family Cabin - Sundance - Red River Gorge, Kentucky!
Exterior

Hot Tub, WiFi, Pet-Friendly - Family Cabin - Sundance - Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (127)
"We absolutely loved this property and wish we could’ve stayed longer. Very peaceful and quiet. Clean and cozy; private. Loved exploring the creek next to it. Just a perfect get away. "
The price is SAR 615
SAR 1,128 total
includes taxes & fees
2 Jul - 3 Jul
Hot Tub, WiFi, Pet-Friendly - Family Cabin - Sundance - Red River Gorge, Kentucky!
Hot Tub, WiFi, Pet-Friendly - Family Cabin - Mountain Spirit - Red River Gorge, Kentucky!
Smart TV, fireplace, DVD player, books

Hot Tub, WiFi, Pet-Friendly - Family Cabin - Mountain Spirit - Red River Gorge, Kentucky!

9.2 out of 10, Wonderful, (104)
"Cozy cabin! We enjoyed our stay"
The price is SAR 648
SAR 1,169 total
includes taxes & fees
22 Jun - 23 Jun
Hot Tub, WiFi, Pet-Friendly - Family Cabin - Mountain Spirit - Red River Gorge, Kentucky!
Hot Tub, Pet-Friendly, WiFi - ManeStay - Red River Gorge, Kentucky!
Fridge, microwave, oven, stovetop

Hot Tub, Pet-Friendly, WiFi - ManeStay - Red River Gorge, Kentucky!

9.2 out of 10, Wonderful, (112)
"This was the perfect hub for all the local sights we wanted to see. So wonderful to come back from a long day of hiking to soak in the hot tub. Very fast communication from the host. Comfortable beds, loved the horse theme decor and overall was so quiet and nice. Thank you for having us! "
The price is SAR 533
SAR 1,029 total
includes taxes & fees
25 Jun - 26 Jun
Hot Tub, Pet-Friendly, WiFi - ManeStay - Red River Gorge, Kentucky!
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Outdoor spa tub

Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (145)
"Cozy, clean and comfortable cabin!"
The price is SAR 447
SAR 917 total
includes taxes & fees
22 Jun - 23 Jun
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Artistic Lodging Queen suite
Interior

Artistic Lodging Queen suite

9.4 out of 10, Exceptional, (40)
"Very neat and clean, close to everything we wanted!"
The price is SAR 253
SAR 445 total
includes taxes & fees
21 Jun - 22 Jun
Artistic Lodging Queen suite
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.