
2026 Westchester Gingerbread Showcase
The magic is back! The Wainwright House Gingerbread Showcase is a tradition designed to bring our community together through creativity, connection, and holiday cheer. Marvel at creations from bakers, families, and community members, each one a sweet work of art.
We'll be celebrating all week long, November 29 through December 6. Join us for one of our many programs, or simply stop in to admire the masterpieces. Try your luck in the Gingerbread House Raffle, where select gingerbread houses will be available for one lucky winner to take home!



Showcase Events & Workshops

Gingerbread Showcase Kickoff CelebrationSat, Nov 28Wainwright House
The Art of The Wreath with Outdoors ContainedTue, Dec 01Wainwright House
Little Makers: Gingerbread Sensory WorkshopWed, Dec 02Wainwright House
Cookies with Vaughn: Cookbook Signing & DiscussionThu, Dec 03Wainwright House
Children's Holiday PartySun, Dec 06Wainwright House
Viewing Hours
Sunday, 11/29: 10:00 AM – 5:00 PM
Monday 11/30 through Friday 12/4 : 2:00 PM- 5:00 PM
Saturday, 12/5 & Sunday, 12/6: 10:00 AM – 5:00 PM
The houses will also be open during all our special events — come explore, enjoy, and celebrate!
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Meet the Judges
Our distinguished judges bring creativity, expertise, and a true love for community and gingerbread. They’ll evaluate each house on creativity, craftsmanship, and overall wow factor, awarding prizes!
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Congressman, U.S. Representative for New York’s 16th District
George Latimer
A proud third-generation Westchester native and longtime Rye resident, Congressman George Latimer has spent his career championing the people and places that make our community special. For more than 35 years, he has served in roles from Rye City Council to County Executive—always known for his accessibility, bipartisanship, and genuine dedication to helping families thrive.
His leadership has protected the Long Island Sound, strengthened social services, supported local businesses, and guided Westchester through challenging moments with steadiness and care. Today, as the representative for New York’s 16th District, he continues to put community first, working every day to make life better for the residents of Westchester and the Bronx.

Founder, Westchester Foodies & The WFRoundup
Claudia Ossa
Claudia Ossa has become one of Westchester’s most beloved champions of local food and community connection. After stepping away from a 20-year career in branding, she created Westchester Foodies, a positive, welcoming space that has grown into a 24,000+ member community dedicated to sharing great food and lifting each other up. Under her leadership, the group has raised thousands of dollars—and awareness—for hunger-relief organizations like Second Chance Foods and Feeding Westchester.
In 2024, Claudia expanded her mission with The WFRoundup, an online publication celebrating local restaurants, food culture, and the people who create it. She now curates sold-out dining events across the county and uses the Westchester Foodies Instagram platform to amplify small businesses at no cost, helping them reach new audiences and thrive.
At the heart of everything Claudia does is connection: supporting families, strengthening local businesses, and nurturing the vibrant food-loving community she built from scratch.
A Special Thank You To
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Let’s build something sweet together.
