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Find Family Hotels in Winchester, KY

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Check availability on Winchester Family Hotels

Tonight
2 Nov - 3 Nov
Tomorrow
3 Nov - 4 Nov
Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov

Top Winchester Family Hotels

Seasonal outdoor pool
Best Western Winchester Hotel
Best Western Winchester Hotel
2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.4 out of 10, Very Good, (992)
The price is AED 281
AED 310 total
includes taxes & fees
6 Nov - 7 Nov
Best Western Winchester Hotel
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
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.2 out of 10, Wonderful, (446)
Seasonal outdoor swimming invites family fun at this comfortable Winchester hotel, where spotlessly clean rooms and friendly staff await. Each morning begins with complimentary breakfast before adventures at nearby Lykins Park, just a 2-minute drive away.
The price is AED 383
AED 422 total
includes taxes & fees
26 Nov - 27 Nov
Hampton Inn Winchester
Exterior
Value Stay
Value Stay
2.0 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk
7.8 out of 10, Good, (122)
The price is AED 217
AED 239 total
includes taxes & fees
3 Nov - 4 Nov
Value Stay
Lobby
Baymont by Wyndham Winchester
Baymont by Wyndham Winchester
2.5 star property
  • Indoor pool
7.2 out of 10, Good, (762)
Splash into vacation mode at the indoor pool while the little ones play. Just a quick drive from Lykins Park, this hotel offers cable TV for entertainment, in-room refrigerators for snacks, and free breakfast to start each day of family adventure.
The price is AED 293
AED 323 total
includes taxes & fees
17 Nov - 18 Nov
Baymont by Wyndham Winchester
Desk, iron/ironing board, free WiFi, bed sheets
Comfort Inn Winchester
Comfort Inn Winchester
2.5 star property
  • Indoor pool
7.0 out of 10, Good, (348)
The price is AED 247
AED 272 total
includes taxes & fees
2 Dec - 3 Dec
Comfort Inn Winchester
Exterior
Red Roof Inn Winchester - Lexington East
Red Roof Inn Winchester - Lexington East
2.0 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
  • Laundry
6.4 out of 10, (581)
The price is AED 229
AED 252 total
includes taxes & fees
5 Nov - 6 Nov
Red Roof Inn Winchester - Lexington East
Dining
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
  • Arcade/game room
10.0 out of 10, Exceptional, (41)
The price is AED 891
AED 1,201 total
includes taxes & fees
3 Nov - 4 Nov
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Lobby
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
  • Cribs/infant beds provided
  • Indoor pool
8.6 out of 10, Excellent, (1211)
Summer fun continues year-round at this family-friendly retreat featuring a spotless indoor swimming pool and spacious accommodations. Young travelers appreciate premium TV channels while parents enjoy the well-equipped fitness center, complimentary breakfast, and convenient location just minutes from Lexington Ice Center.
The price is AED 291
AED 338 total
includes taxes & fees
27 Nov - 28 Nov
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Exterior
Quality Inn Richmond
Quality Inn Richmond
2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.8 out of 10, Excellent, (1049)
The price is AED 364
AED 401 total
includes taxes & fees
1 Dec - 2 Dec
Quality Inn Richmond
Property amenity
Everhome Suites Lexington - Horse Park
Everhome Suites Lexington - Horse Park
2.5 star property
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
9.2 out of 10, Wonderful, (347)
The price is AED 311
AED 361 total
includes taxes & fees
3 Nov - 4 Nov
Everhome Suites Lexington - Horse Park
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.
View all properties

Top Winchester Hotel Reviews

Elwood Hotel & Suites

Elwood Hotel & Suites

10/10 Excellent
"Food was top notch!!!"
Michele 2-night trip
Posted 13 hours ago
Elwood Hotel & Suites

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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.
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.