Winchester's 2018 Holly Jolly Celebration

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. New this year, from 11 a.m.-3 p.m. shop at the Holly Jolly Market for locally made decorative greenery, gourmet chocolates, natural health and beauty products, raw honey, and homemade baked goods. Sip on hot cocoa and enjoy warm frosted nuts while you shop!

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 timed ticket beginning at 1 p.m. 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.Families can visit Handley Library from 1-3 p.m. for classic holiday movies with popcorn as well as interactive stations and make-and-take crafts.

For a complete list of Holly Jolly activities and promotions, visit

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