Downtown Winter Garden Christmas tree and crowds at night
Hallmark's Merriest Christmas Towns Contest – Winter Garden: An Official Hallmark Christmas Town

Christmas in the Garden

An Official Hallmark Christmas Town

Every December, the quaint brick-lined streets of historic downtown Winter Garden glow with the spirit of Christmas. Twinkling lights, decorated storefront windows, seasonal displays, and canopy-lit walkways create an inviting holiday stroll that connects generations. Downtown’s small-town charm welcomes visitors into the comfort of tradition and the warmth of the season.

Its Norman Rockwell-like setting looks like a backdrop of a Hallmark movie, and the Hallmark Channel thinks so too! Winter Garden has the prestigious honor of being named an “Official Hallmark Christmas Town.” (2026 Official Guide to Hallmark’s Merriest Christmas Towns)

At the heart of downtown stands a majestic 34-foot Christmas tree, surrounded by classic decorations that echo Christmases past. Throughout the season, visitors enjoy nostalgic holiday festivities including beloved parades, a tree-lighting ceremony, productions at the historic theatre, an animated projection light show on City Hall, live music, street performers, and a farmers market.

In Winter Garden, Christmas is discovered in the simple moments: a child’s excitement, a familiar song, a shared meal, a favorite photo. It’s a place where visitors return year after year, creating new memories in a setting that feels timeless. The Hallmark hometown charm is guaranteed to put the jolly in everyone’s season.


Holiday Wonderland in Historic Downtown

Holiday Events

Holiday Programs at Garden Theatre on Plant

Holiday Dining, Drinks, & Desserts

Holiday Shopping

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