Winchester (and vicinity), Virginia, United States of America

Family-friendly Hotels in Winchester (and vicinity)

Destination
Guests

Why book with Hotels.com?

Family-friendly Hotels in Winchester (and vicinity)

See more properties

Find out more about Winchester (and vicinity)

What is Winchester Like for Family-Friendly Vacations?

If you're looking for the perfect family-friendly vacation destination, you might want to think about Winchester. Here you'll find a variety of family activities sure to delight both children and adults alike. From the shopping to the theater scene, Winchester has many things to see and do that everybody will appreciate. Spend a day checking out attractions like Shenandoah Valley Discovery Museum, Jim Barnett Park and Apple Blossom Mall. When you're ready to kick back after a day of sightseeing with the family, Winchester has a variety of places to stay, such as family hotels with swimming pools and hotels with suites for families. You can pick from 52 Winchester accommodations to find one you and the entire family will enjoy.

What Are Some Places to Stay with Kids in Winchester?

Our travelers have rated these as their favorite kid-friendly hotels:

    Celebration Retreat

    Luxury Front Royal vacation home with fireplace, balcony
    • • Free parking • In-room kitchens • Free in-room WiFi • Laundry room • Babysitting

    Quality Inn Stephens City-Winchester South

    Stephens City hotel in city center
    • • Free parking • Free cribs • Free on-the-go breakfast • Outdoor pool • Central location

    Motel 6 Winchester, VA

    In the heart of Winchester
    • • Free parking • Free in-room WiFi • Central location

    The Nest in Chester Gap

    Chester Gap mountain vacation home with fireplace, patio
    • • In-room kitchens • BBQ grills • Walkable location

    Breathtaking Views With an Indoor Private Pool, Come Escape With us

    Family-friendly Bluemont vacation home with patio
    • • In-room kitchenette • Spacious rooms

What Should I See and Do with Kids in Winchester?

You’ll discover that Winchester and the surrounding area offers many interesting things to see and do while you're visiting the area with the family. Here are some recommendations to make your stay both educational and memorable:

    Parks
  • • Jim Barnett Park
  • • Front Royal Entrance Shenandoah National Park
  • • Skyline Caverns

  • Museums & Art Galleries
  • • Blue Ridge Arts Council and Gallery
  • • Museum of the Shenandoah Valley
  • • Old Court House Civil War Museum

  • Sights & Landmarks
  • • Shenandoah Valley Discovery Museum
  • • Apple Blossom Mall
  • • Dinosaur Land

Keep exploring

Not found the right property yet? Explore other destinations or refine your current search further.

See more Winchester (and vicinity) hotels