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Check availability on Winchester Family-Friendly Hotels

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
7.8 out of 10, Good, (131 reviews)
"Don't let the outside fool you. My room was super clean with brand new appliances..Fast and easy check in, staff was polite. If your looking for a cheap room just to lay your head down you can't go wrong here."
United States
Gary
The price is ₹5,440
₹5,996 total
includes taxes & fees
19 Mar - 20 Mar
Value Stay
Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (778 reviews)
"Great place for a reasonable price! "
United States
Whitney
The price is ₹6,990
₹7,706 total
includes taxes & fees
15 Mar - 16 Mar
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)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is ₹7,858
₹8,662 total
includes taxes & fees
15 Mar - 16 Mar
Best Western Winchester Hotel
Lobby

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (457 reviews)
"Enjoyed our stay."
United States
Randy
The price is ₹10,509
₹11,585 total
includes taxes & fees
30 Mar - 31 Mar
Hampton Inn Winchester
Indoor pool

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (358 reviews)
"Very nice "
United States
Ronald
The price is ₹6,617
₹7,295 total
includes taxes & fees
6 Apr - 7 Apr
Comfort Inn Winchester
Exterior

Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East
2.0 star property
Winchester
6.4 out of 10, (591 reviews)
"Great stay"
United States
Walter
The price is ₹5,744
₹6,332 total
includes taxes & fees
19 Mar - 20 Mar
Red Roof Inn Winchester - Lexington East
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, (2,186 reviews)
"Very clean and well kept and the breakfast was good"
United States
Manuel
The price is ₹7,767
₹9,015 total
includes taxes & fees
17 Mar - 18 Mar
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, (1,002 reviews)
"Clean room amd great staff"
United States
Randy
The price is ₹9,127
₹10,062 total
includes taxes & fees
16 Mar - 17 Mar
Quality Inn Richmond
Daily cooked-to-order breakfast for a fee

Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1,001 reviews)
"Friendly staff at check in, comfortable bed"
Canada
Rochelle
The price is ₹9,588
₹11,129 total
includes taxes & fees
30 Mar - 31 Mar
Holiday Inn Lexington - Hamburg by IHG
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

GuestHouse Lexington

GuestHouse Lexington

10/10 Excellent
"Everything was fine. "
Matthew 1-night trip
Posted 3 hours ago
GuestHouse Lexington

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 Hamburg Pavilon. Make sure that you have lots of time for activities such as Hamburg Place and Claiborne Farm.