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.

Kid Friendly Hotels in Winchester

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Check availability on Winchester Family friendly Hotels

Our top choices for Winchester family-friendly hotels

Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (824 reviews)
  • cleanliness
    Family-friendly hotel offers indoor swimming, free breakfast, and nearby park for all-ages adventure.
The price is RM308
RM339 total
includes taxes & fees
16 Jul - 17 Jul
Baymont by Wyndham Winchester
Free daily full breakfast

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,000 reviews)
The price is RM348
RM384 total
includes taxes & fees
26 Jul - 27 Jul
Best Western Winchester Hotel
Lobby

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (473 reviews)
  • cleanliness
    Family holiday magic at Hampton Inn Winchester—splash in the seasonal pool, enjoy free breakfast, and explore parks nearby.
The price is RM458
RM505 total
includes taxes & fees
9 Aug - 10 Aug
Hampton Inn Winchester
Free WiFi, bed sheets

Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (163 reviews)
The price is RM240
RM265 total
includes taxes & fees
1 Aug - 2 Aug
Value Stay
Pool

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (373 reviews)
The price is RM266
RM294 total
includes taxes & fees
9 Aug - 10 Aug
Comfort Inn Winchester
Indoor pool, open 5:00 AM to 10:00 PM, pool 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, (2,179 reviews)
The price is RM354
RM411 total
includes taxes & fees
23 Jul - 24 Jul
Holiday Inn Express Lexington - Horse Park Area by IHG
Indoor pool, pool 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, (1,190 reviews)
  • cleanliness
    Create unforgettable family memories at a hotel with an indoor pool, premium entertainment, and complimentary breakfast included.
The price is RM368
RM427 total
includes taxes & fees
20 Jul - 21 Jul
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Combined shower/bathtub, free toiletries, towels

Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,008 reviews)
  • cleanliness
    Family-friendly escape in Lexington offers comfortable rooms, convenient breakfast options, and easy access to local attractions.
The price is RM245
RM285 total
includes taxes & fees
16 Jul - 17 Jul
Days Inn Lexington SE/Hamburg
Interior entrance

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1,007 reviews)
The price is RM441
RM487 total
includes taxes & fees
9 Aug - 10 Aug
Quality Inn Richmond
Desk, laptop workspace, iron/ironing board, free cots/infant beds

Comfort Suites Richmond

Comfort Suites Richmond
2.5 star property
Richmond
7.4 out of 10, Good, (765 reviews)
  • cleanliness
    Comfort Suites Richmond offers an indoor pool paradise where families can swim, play, and make lasting holiday memories together.
The price is RM209
RM230 total
includes taxes & fees
28 Jul - 29 Jul
Comfort Suites Richmond
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

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"Close to horse park"
Wayne 3-night trip
Posted less than an hour ago
Embassy Suites by Hilton Lexington/UK Coldstream

Frequently asked questions

What's Winchester like for family-friendly holidays?
The welcoming destination of Winchester is a great choice if you've been thinking about a holiday with the children. The excursions, American football matches and cafes are just some of the things that make this an attractive spot for a family holiday. Arrange a flight into Lexington, KY (LEX-Blue Grass), which is located 23 mi (37.1 km) from the city centre.
What's the best family accommodation 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 holiday in Winchester?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.
What's there to see and do with your family in Winchester?
While you are visiting Winchester, you may want to round up the youngsters and make time to see interesting attractions such as Clark County Public Library and Lexington Sporting Club Youth Complex. Make sure that you have lots of time for activities such as Hamburg Pavilon and Hamburg Place.

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