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Milford's Annual Tree Lighting Milford December 7, 2019 The beloved celebration features free hot cocoa and cookies for children of all ages. Join the ceremonial countdown and lighting of Milford's Christmas tree at 5:15pm. Hundreds of trees lining the downtown streets will light up for the rest of the holiday season in this charming mountain town. As part of the countdown, Santa Claus will arrive on top of Milford Fire Department's Engine 33. Browse area vacation rentals VISIT WEBSITE Tweet