Holidays in Winter Park

Join the Winter Park Chamber of Commerce, in collaboration with the Park Avenue Merchants Association, for Fashion on the Avenue. This year’s celebration of fashion will transform downtown Winter Park into a fashionista’s paradise. Enjoy trunk shows, designer meet-and-greets, exclusive sales and parties hosted by the merchants of Park Avenue. This fabulous week culminates with the Fashion on the Avenue: a Sip, Shop & Stroll event on Nov. 16, with extended hours from 5 p.m. to 9 p.m. Visit our website to purchase tickets to the main event.

Our holiday event season kicks off with Winter on the Avenue. Join in the tradition of Winter Park holiday festivities as Park Avenue is transformed into a winter wonderland, complete with a tree lighting, carolers, snowmaking and even a visit from Santa.

Our festivities continue with one of my favorite Winter Park traditions for the young and young at heart: the Christmas Parade. Watch as more than 100 organizations travel down Park Avenue, starting at Cole Avenue and proceeding south to end at Lyman Avenue.

Before and during the parade, Leadership Winter Park hosts its annual Pancake Breakfast at the Central Park stage from 7:00 a.m. to 10:30 a.m. Tickets include pancakes, sausage, coffee, milk, juice and fabulous toppings. Event proceeds benefit adult and youth leadership development programs. For more information and to register, visit


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