Holly Jolly Celebration

The Old Town Winchester Holly Jolly Celebration returns on December 8th, 2018!


Come spend some time in Old Town this holiday season during our Holly Jolly Celebration on December 8th! Enjoy caroling and holiday activities including free holiday wagon rides from 1-3 p.m. Specials at shops and restaurants all day.

Children can create a holiday craft while waiting to meet Santa Claus at Santa’s Headquarters from 10 a.m. – 2 p.m. at the Godfrey Miller House (28 S. Loudoun Street).

Enjoy holiday carols throughout Old Town Winchester provided by local choral groups.

Free horse drawn wagon rides will be offered from 1-3 p.m. Meet in front of The Shenandoah Valley Civil War Museum (20 N. Loudoun Street) to pick up a time ticket beginning at 1pm. Tickets go fast! No need to stand in line! Enjoy holiday shopping and dining in Old Town and return to the wagon area prior to your ticket time.

Thank you to City of Winchester Parks & Recreation for assisting with Santa’s Headquarters!

For details on Holly Jolly 2017, see below.


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