Hometown Holidays
A Winter Garden Heritage Foundation Celebration of Peace and Joy
Get ready for a season filled with community engagement and festive spirit!
The Winter Garden Heritage Foundation is proud to present Hometown Holidays: A Winter Garden Heritage Foundation Celebration of Peace and Joy, presented by AdventHealth.
Where Hometown Traditions Begin.
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Oranges & Ornaments: A Festival of Trees
November 21 & 22
Join us for this delightful weekend as we showcase an array of beautifully adorned holiday trees, each uniquely themed and available for auction. This festive event not only highlights the creativity of our community but also serves as a heartfelt reminder of the joy and togetherness the holiday season brings. Guests will have the chance to place bids on these one-of-a-kind creations, with the opportunity to take home a beautiful and unique tree to enjoy with friends and family throughout the season. Alongside the visual splendor, the evening will also feature an elegant culinary experience, with an array of gourmet bites and fanciful flavors designed to make the celebration as much a feast for the palate as it is for the eyes. This event has limited capacity, purchase tickets here.
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Home for the Holidays with Jim Crescitelli
December 11
Curated by our very own Jim Crescitelli, this cherished tradition invites guests to journey through the rich tapestry of our community’s past. With Jim’s warmth, wit, and deep knowledge, the presentation offers more than history, it’s a celebration of the people, places, and moments that make West Orange County so special. Gather with friends, neighbors, and fellow history lovers for a memorable night that captures the spirit of the season and the timeless character of our hometown.
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Remembering Rosie O'Grady's with Rick Kilby
December 13
immerse yourself in the rich holiday history and fun memories of the 80s and 90s that downtown Orlando gave to us all. Go back in time with this wonderful presentation by local historian Rick Kilby.
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Main Street Holiday Stroll
December 5 - January 7
The Winter Garden Heritage Foundation is honored to contribute to the City of Winter Garden’s holiday celebration with a festive display of decorated trees at the entrance to Main Street. While this City-hosted event is separate from our own sponsored holiday programs, our trees bring a touch of heritage and seasonal charm to the festivities.
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All is Calm: The Christmas Truce of 1914
December 20 & 21
The Winter Garden Heritage Foundation is thrilled to partner with Opera Orlando to present two powerful performances of "All Is Calm: The Christmas Truce of 1914" at the historic Garden Theatre on Plant Street. This nonfiction story tells the moving story of the 1914 Christmas Truce during World War I. Out of the violence a silence, then a song. A German soldier steps into No Man’s Land singing “Stille Nacht.” Thus begins an extraordinary night of camaraderie, music, peace, sharing a message of peace and humanity amidst the conflict.