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...
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...
Oct 26, 2025 | Experience, Kids, Play
What an absolutely spooktacular day in downtown Middlebury. On Sunday, the heart of our town filled with laughter, costumes, candy, and community spirit as approximately 800 children and families joined us for this year’s Halloween celebration. From the moment the...
Oct 16, 2025 | Experience, Kids, Play
A community call from the Better Middlebury Partnership & Experience Middlebury There’s magic in the air next week in Middlebury — a little nip of fall, a swirl of leaves, and the promise of Halloween fun ahead. And what better way to celebrate than by coming...
Oct 6, 2025 | Experience, Kids, Play, Retail
🚗 Middlebury Car Show and Fall Festival — Sunday, October 12 Main Street | 10:00 AM – 3:00 PM Over 75 classic and collector cars will roll into downtown Middlebury for a day of chrome, conversation, and community. Stroll Main Street, meet the proud owners, and enjoy...
Oct 5, 2025 | Experience, Play
🎃 Halloween in Middlebury — Friday, October 31st, 2025Get ready for an evening of Halloween Fun in the heart of downtown! Join the fun from 5:00–7:00 PM on College Park for Middlebury College’s Halloween Party with live AFROPOP music as part of the special...
