Shop local, collect passport stamps, enjoy festive fun, Gingerbread House Competitions, Santa Claus Parade, Outdoor Holiday Market.
About this Event
Join us in Westport for a full weekend of festive fun at our Gingerbread Holiday Weekend, November 27–29!
Spend the weekend shopping, exploring and celebrating the season throughout the village. Pick up a Shopping Passport and visit participating businesses for your chance to win one of three Grand Prizes, packed with gifts and gift cards from local merchants. Shops will be open late Friday evening, with passport shopping continuing Saturday and Sunday.
There is plenty happening beyond the shopping! Enjoy the Gingerbread Competition, gingerbread s’mores around the campfire, strolling music, the Westport Outdoor Holiday Market, an artisan market, and the annual Santa Claus Parade. Local businesses will also battle it out in the Ugliest Sweater Competition on Friday.
Saturday evening, keep the celebration going with live music at The Cove Inn following the parade, and on Sunday, throw on your coziest PJs for PJ Day, plus Pet Photos with Santa at Wags Whiskers & Wings.
And don’t forget to visit our participating Newboro businesses, where passport shoppers can earn additional Grand Prize entries!
Come for an afternoon, an evening or make a weekend of it! Shop local, enjoy the festivities and kick off the holiday season with us!
Date : November 27-29, 2026
Event location : Downtown Westport and Newboro
14 Bedford St, Westport, Canada