Family Hotels in Winchester

Photo by Michael Schuier

Hotels.com makes it easy and rewarding. Always

Reward yourself your way

Stay where you want, when you want, and get rewarded

Learn about Hotels.com Rewards

Unlock instant savings

You could get an extra 10% off with Member Prices

Sign up, it's free     Sign in

Free cancellation

Flexible bookings on most hotels*

Family Hotels in Winchester

Red Roof Inn Lexington - Winchester

Red Roof Inn Lexington - Winchester

2 out of 5
6.2/10 (452 reviews)
Hampton Inn Winchester

Hampton Inn Winchester

2.5 out of 5
9.4/10 (301 reviews)

Top landmarks in Winchester

Find out more about Winchester

What is Winchester like for family-friendly holidays?

If you're looking for the perfect family-friendly holiday spot, you might want to consider friendly people Winchester. Here you'll find various types of activities sure to appeal to both kids and adults alike. From the local cuisine to the excursions, Winchester has lots of things to see and do that everyone will enjoy. Spend a day visiting attractions such as Bluegrass Heritage Museum, Lykins Park and Southwind Golf Course. When you're ready to relax after a day exploring the area with the family, Winchester has various places to stay, such as family hotels with pools and hotels with family suites. We have 6 Winchester family hotels, the right one is waiting for you!

What should I see and do with kids in and around Winchester?

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

    Parks
  • Lykins Park
  • Community Park

  • Sights & landmarks
  • Bluegrass Heritage Museum
  • Southwind Golf Course
  • Cassell Creek Golf Course

Keep exploring