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Things To Do

Old Town Winchester

Winchester, VA 22601

If you arrive early you can go and explore the staple of Winchester! Enjoy the good food, drinks, and the night life!

Third Winchester Battlefield Park

541 Redbud Road, Winchester, VA 22603

Take a relaxing day and go enjoy the peacefulness of the battlefield trails. This is a dog friendly trail that we often like to visit when we need a little peace and quiet!

The Family Drive-in Theatre

5890 Valley Pike, Stephens City, VA 22655

We can’t forget the drive-in for a fun date night! If you get into town early with the kiddos this is the perfect place to go and spend some quality, fun time together.

Bear Chase Brewing Company

33665 Bear Chase Lane, Bluemont, VA 20135

Bear Chase is not in Winchester but if you want to explore the beautiful mountain range - this is the perfect activity. Bear Chase brewing is kid / dog friendly. You can go and enjoy some delicious food, great beer and music!

Shenandoah Valley Discovery Museum

19 West Cork Street, Winchester, VA 22601

This is a great place to take the kids while being in Downtown Winchester where they can see cool art and fun discovery!