Book Kid-Friendly Hotels in Winchester from $72
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Top Winchester Kid Friendly Hotels
Quality Inn Winchester
Stayed here 3 times previous. Can't beat the value for the cost.
Reviewed on Nov 13, 2025
The George Washington Hotel, A Wyndham Grand Hotel
Nice room, helpful and courteous staff
Reviewed on Nov 12, 2025
Fairfield Inn & Suites Strasburg Shenandoah Valley
Everything was wonderful, especially the mattress which appeared new and was very firm but soft on top.
Reviewed on Nov 2, 2025
Hampton Inn Front Royal
Yes
Reviewed on Nov 10, 2025
Spark by Hilton Winchester
clean. comfortable. staff friendly.
Reviewed on Nov 15, 2025
Country Inn & Suites by Radisson, Winchester, VA
Ws a clean and comfy place
Reviewed on Nov 14, 2025
Holiday Inn Express Winchester South-Stephens City by IHG
Clean rooms helpful staff
Reviewed on Nov 12, 2025
Red Roof Inn Winchester, VA
Good stay for an overnight trip. Kumar treated us like very special people! Clean and very comfortable. Only problem - ADA shower very difficult to use for someone less then 5’4. Reaching the shower head was impossible. Would not recommend this place for special needs.
Reviewed on Oct 22, 2025
Hotels With Pools in Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Hotels with Childcare in Winchester
Celebration Retreat
Book a stay at the best kid-friendly hotels in Winchester
How much does it cost to stay in a family hotel in Winchester?
You can book a stay at a kid-friendly resort in Winchester from just $72 per night. Our prices range up $143 per night if you want to enjoy the high life.
How many family-friendly hotels are there in Winchester?
With over 2,031 hotels in Winchester, you have a great selection of kid-friendly places to stay. Whether you’re looking for a cheap-and-cheerful property with plenty of space or an activity-filled kid-friendly resort, there’s a getaway to suit your style and your budget at Travelocity.
What is Travelocity’s cancellation policy for family hotels in Winchester?
We offer free cancellation on select hotels. Policies can vary per property so it's best to check before you book. If you need to amend or cancel your vacation, just visit our Customer Service Portal.
What are the best kid-friendly hotels in Winchester?
At Travelocity, you can book the best family-friendly Winchester hotel for you and your family by filtering your search by price, property type, and a range of amenities such as breakfast included or free airport shuttle. Use the map to see where the hotels are and the attractions they’re near.
What should I expect in the family-friendly hotels in Winchester?
When you book a kid-friendly Winchester resort, you can expect fun for all the family. Think pools, waterparks, and hot tubs. Think babysitting, kids’ menus, games rooms, and sport facilities—discover your ideal family vacation. Many resorts keep the kids happy, so you can indulge in bars, restaurants, and spas. Check details for each property as offers may vary.
How can I find family hotel deals in Winchester?
Just enter your travel dates and sort your results by price. You can even filter your results by budget, so you’ll only see the deals that are right for your pocket. It’s easy to find great deals on family-friendly hotels in Winchester with Travelocity.
When is the cheapest time to go to Winchester with your family?
The cheapest time to visit Winchester is usually .
When is the best time to go to Winchester with your kids?
The most popular months are and are great for booking in at a Winchester kid-friendly resort. If you want a quieter vacation—or the kids aren’t in school yet— are usually less busy, but you can find incredible deals all year round with Travelocity.
Why book a Winchester child-friendly hotel with Travelocity?
Because we search the entire market, so you don’t have to. You’ll find great deals on everything from weekend trips to two-week family vacations. Whatever your budget or your wish list, we’ve got what you’re looking for.
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