Feb 3, 2026 | Dine, Eat, Experience, Play, Retail, Shop
First Fridays are back ✨Starting this February, a group of local businesses are staying open later—together—to create more chances to gather, shop, sip, eat, and run into one another downtown.It’s about community, connection, and supporting the places that make...
Feb 3, 2026 | Reflections
As you may know by now, we have a newsletter that we send out sporadically, and we have partnered with the local icon, Andy Mitchell, who is a co-sponsor ( how lucky are we?!) Andy sent this editorial recently and we laughed out loud. Hope you enjoy his salty humor...
Jan 27, 2026 | Experience
We’re excited to say that First Fridays are returning—starting small and growing together. The first one will take place on Friday, February 6, with a group of enthusiastic businesses throwing their hats in the ring to get us started in February, staying open later...
Jan 13, 2026 | Experience, Reflections, Retail Dine
As we step into the first weeks of January, Kelly and I find ourselves reflecting on what makes Middlebury Middlebury—and more importantly, how we can continue to support the small, owner-run businesses that give our town its soul, especially during the quieter winter...
Dec 29, 2025 | Experience, Play, Reflections
In a small town like Middlebury, sharing information about what’s happening is a quiet act of care. It’s how we notice one another, how we stitch together families, artists, neighbors, retailers and newcomers into a living, breathing community. When the days shorten...
Dec 18, 2025 | Experience
On the evening of December 14, at just before 6pm, the train pulled into Middlebury carrying more than passengers — it carried generosity, warmth, and a little holiday magic! We truly didn’t know what to expect. It was a cold December night, and the question lingered:...
Dec 14, 2025 | Experience
🎆 Fireworks & Family Fun at Middlebury Park & Rec 🎆 Get there early! Fireworks light up the sky at 6:30 PM at Mary Hogan Fields, and it’s the perfect excuse to bundle up, gather with friends and neighbors, and enjoy one of Middlebury’s most joyful community...
Dec 10, 2025 | Experience
As we look ahead to the colder months, Kelly and I find ourselves thinking about what winter really means for a town like Middlebury. Yes, it’s brisk. Yes, it’s busy. And yes, it can feel a little quieter once the leaves fall and the days shorten. But winter is also...
