An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

Family friendly Hotels in Winchester, Lexington

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Check availability on Winchester Family friendly Hotels

Tonight
Aug 12 - Aug 13
Tomorrow
Aug 13 - Aug 14
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Winchester family-friendly hotels

1. Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester
P5,193
P5,725 total
includes taxes & fees
Aug 23 - Aug 24
Best Western Winchester Hotel

2. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
Winchester
  • Family-friendly hotel offers indoor swimming, free breakfast, and nearby park for all-ages adventure.
P4,592
P5,063 total
includes taxes & fees
Aug 18 - Aug 19
Baymont by Wyndham Winchester

3. Hampton Inn Winchester

Hampton Inn Winchester
Winchester
  • Family vacation magic at Hampton Inn Winchester—splash in the seasonal pool, enjoy free breakfast, and explore parks nearby.
P5,928
P6,535 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn Winchester

4. Value Stay

Value Stay
Winchester
P3,584
P3,951 total
includes taxes & fees
Aug 23 - Aug 24
Value Stay

5. Comfort Inn Winchester

Comfort Inn Winchester
Winchester
P4,750
P5,237 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Inn Winchester

6. La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Lexington
  • Create unforgettable family memories at a hotel with an indoor pool, premium entertainment, and complimentary breakfast included.
P5,496
P6,379 total
includes taxes & fees
Aug 17 - Aug 18
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

7. Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg
Lexington
P6,982
P8,104 total
includes taxes & fees
Aug 20 - Aug 21
Home2 Suites by Hilton Lexington Hamburg

8. Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
Lexington
  • Family-friendly escape in Lexington offers comfortable rooms, convenient breakfast options, and easy access to local attractions.
P3,663
P4,252 total
includes taxes & fees
Aug 20 - Aug 21
Days Inn Lexington SE/Hamburg

9. Hyatt Place Lexington

Hyatt Place Lexington
Lexington
  • Splash into family fun at this Lexington hotel, where indoor pool adventures and a welcoming atmosphere create lasting memories.
P6,135
P7,121 total
includes taxes & fees
Aug 25 - Aug 26
Hyatt Place Lexington
View all properties

Choose what matters most at family-friendly hotels in Winchester

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Top Winchester Hotel Reviews

Elwood Hotel & Suites

Elwood Hotel & Suites

10/10 Excellent
"Fantastic place to stay. Great for the price. Staff is amazing."
christy 1-night trip
Posted 10 hours ago
Elwood Hotel & Suites
Microtel Inn by Wyndham Lexington

Microtel Inn by Wyndham Lexington

10/10 Excellent
"We loved the room and the window seat! Also the dollar tree next door! Location was amazing!!"
Jessica 2-night trip
Posted 12 hours ago
Microtel Inn by Wyndham Lexington
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

8/10 Good
"The staff was amazing. One of our TVs didn’t work and the maintenance gentleman was so amazing. The you g lady at the front desk was sweet as well. I’m not sure what laundry soap they use but it does not smell good. In fact it stinks. A couple of our towels were not white and had hair in them. The sheets and blankets also smelled of whatever soap they use and its was not pleasant. The soap and shower gel also smell terrible. I have stayed and worse hotels with better scents. Breakfast was great. They should think about including turkey sausage and bacon as not everyone eats pork. This is my second stay here and I had the same experience. Thought the towels and bedding were a fluke the first time but nope, it’s how they roll. May need to try another hotel on my next trip to Lexington."
Kim 1-night trip
Posted 13 hours ago
Embassy Suites by Hilton Lexington/UK Coldstream
Embassy Suites by Hilton Lexington Green

Embassy Suites by Hilton Lexington Green

8/10 Good
"Clean and friendly but a few small issues. safe broken in the room and window blinds broken - repaired with velcro"
Gail 1-night trip
Posted 20 hours ago
Embassy Suites by Hilton Lexington Green
Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North

8/10 Good
"Frig didn't work beds kind of hard . Real friendly staff great breakfast .All kinds of fruit bangles toast bacon scrambled eggs and more great stay"
Connie 1-night trip
Posted 22 hours ago
Fairfield Inn & Suites by Marriott Lexington North
Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY

8/10 Good
"We have stayed at this Country Inn several times. Each time we are happy with the cleanliness and value. The location is great and near the highway to continue our trip. It is near just about anything you may need food, coffee, stores etc. I would say the mattress in our room was not great and was springy and noisy every time we moved. Some attention to replacing light switch covers and smaller details would help take this hotel up a notch. It is clean and well appointed for the price. We will stay again but if another chain has a close price we may look just for the fact that the mattress was that bad."
Rayna 2-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Georgetown, KY

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 Pavilion and Hamburg Place.

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