Holidays

Downtown Middlebury will be bustling on Saturday, December 5th! First, come get your photos taken with Santa and Mrs. Claus on December 5th from 9:30am – 11:30am indoors at Town Hall Theater. Children can fill out a Letter to Santa (available while you wait!) to share their wish lists and then get their photos snapped by […]

Mark your calendars for Midd Night Stroll evenings in downtown Middlebury. Come out from 5:00-8:00pm on Thursday, December 3rd, and Thursday, December 10th, 2026 for specials, promotions, food trucks and pop-ups downtown. Visit Cannon Park to grab a cup of cocoa with all the works, and enjoy the festive SD Ireland cement truck, adorned with […]