Sep 29, 2025 | Art, Experience, Play, Reflections, Stay, Think
How lucky we are to have a world-class college right on our doorstep. Middlebury College brings extraordinary energy, talent, and creativity to our town, and at this time of year, we want to take a moment to celebrate the students and parents who make our community so...
Sep 18, 2025 | Dine, Experience, Kids, Play, Retail, Retail Dine, Shop, Stay
As we start to plan beyond the current season, we look forward to a time where Middlebury truly lights up! Very Merry Middlebury is the result of months of thinking, planning, and coordinating with so many wonderful people — volunteers, local businesses, the Town...
Sep 18, 2025 | Experience, Stay
People! On Sunday, October 19, 2025, the Middlebury Maple Run is happening—half marathon, 10K, 5K options, all with scenic Vermont routes, great swag, local maple syrup for winners, a post-race breakfast, music, and more. To amp up the day, Experience Middlebury and...
Sep 18, 2025 | Eat, Experience, Kids, Play, Stay
🎉 MiddPride 2025 — Save the Date! We are excited to support PRIDE 2025, brought to you by MiddPRIDE and the Middlebury Teen Center. The parade, the music, the joy in Triangle Park — it’s all about celebrating love, inclusion, and the strength of coming together. See...
Sep 18, 2025 | Experience, Kids, Stay
There’s something about fall in Vermont that feels like magic. The air turns crisp, the hillsides blaze with color, and Middlebury hums with the energy of community coming together. This year, that energy will peak on Sunday, October 12th when Main Street transforms...
Aug 19, 2025 | Eat, Experience, Play, Stay, Think
This September, for the first time ever, ACORN is bringing the Tour de Farms to Middlebury, Vermont. Riders will set off and return to the Middlebury Rec Field, a place that not only offers sweeping views of the shire town of Addison County but also sits close to...
