Come spend time in Old Town this holiday season during our Holly Jolly Celebration on December 12th! Enjoy caroling and holiday activities including free horse-drawn holiday wagon rides starting at 1 p.m. There will be specials at shops and restaurants all day.

Back by popular demand, from 11:00 a.m. – 5:00 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 treats while you shop.

Winchester Parks and Recreation will again host Santa Claus at Santa’s Headquarters from 10:00 a.m. – 2:00 p.m. at the Godfrey Miller House (28 S. Loudoun Street). Children can create a holiday craft while waiting to meet Santa.

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

Free horse-drawn wagon rides will be offered starting at 1:00 pm. Meet in front of the Old Courthouse (20 N. Loudoun Street) to pick up a timed ticket. Tickets go fast so get in line early! 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!

WHEN: Saturday, December 12

TIME: 10:00 a.m. – 5:00 p.m.

WHERE: Old Town Winchester Loudoun Street Mall

COST: Free