Winter Events

Nantucket Christmas Stroll December 4-6, 2026 We are looking forward to a great weekend with you December 4-6, 2026. The island’s world-renowned signature event lovingly dubbed “Stroll” takes place the weekend of December 4th to December 6th, featuring the eagerly anticipated arrival of Santa via his nautical “sleigh” at noon on Saturday. A host of…

Nantucket Lighthouse School Yuletide Fair December 5, 2026 Nantucket Lighthouse School’s Yuletide Fair has ushered in the holiday season for twenty years.  Featuring unique handcrafted holiday items, heirloom quality gifts, a holiday Bake Shop, and holiday craft activities for children and much more, the Yuletide Fair is a cherished community event. Join us for the…

Annual Red Ticket Drawing December 24, 2026 The Nantucket Island Chamber of Commerce encourages shopping local for the holiday season and promoting the sustainability of island commerce, so we are continuing our popular Holiday Red Ticket Program. Participating Chamber member businesses give out one red ticket for every $25 spent. On December 24th, 5 lucky…