🎁 Highlights of a Very Merry Middlebury 2025

  • Small Business Weekend: November 29–30 — shop local and kick off your holiday season!
  • Midd Strolls: December 4 & 11, 5–8 PM — late-night shopping, carolers, lights, and festive fun.
  • Tree Lighting: December 4, 6 PM at Triangle Park by the fountain.
  • Santa & Mrs. Claus: December 6, 9:30–11:30 AM at Town Hall Theater.
  • Macey’s Carriage Rides: December 6, 10 AM–12 PM — a cozy classic!
  • Music Together® and Rhythm Kids® FREE Demo Classes at Middlebury Community Music Center on 12/6 at 9:30am and 10:30am
  • Hot Cocoa Hut: Open during Midd Strolls (Dec. 4 & 11) and Saturdays Dec. 6, 13 & 20.
  • Holiday Raffle: Experience Middlebury’s Chocolate Bar Fundraiser — over $2,500 in local prizes! Bars available at Sweet Cecily, Toad Hall Flowers, Vermont’s Own, IPJ Real Estate, and the Co-op.
  • Sparkle Around Town: Twinkling lights, wreaths, and special visits from SD Ireland’s LIT Cement Truck ( Dec 4th and 11th) and VTrans’ Rudolph the Snow Plow (December 11).
  • Lighting the Falls: Enjoy the glow all December and January.

Bundle up, bring your family and friends, and join in the magic that makes Middlebury shine bright every holiday season.

✨ Follow @ExperienceMiddlebury and watch the Addison Independent for updates.