Oct 30, 2025 | Experience
🎄✨ Merry Middlebury Kicks Off in Dec! Now that Spooktacular is done and dusted for the year ( it was AMAZING to see what we estimate to be around 750 children on Sunday!)…we’re now turning our sights (and our sparkle!) toward Merry Middlebury — one of our...
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 24, 2025 | Experience
As we start to plan beyond the current season, we look forward to a time where Middlebury truly lights up! Merry Middlebury is the result of months of thinking, planning, and coordinating with so many wonderful people — volunteers, local businesses, the Town Office...
Oct 22, 2025 | Experience
We’re feeling the sparkle already! This week we’re sitting down with Sarah Briggs and Lisa from Middlebury Studio School to plan one of our favorite annual traditions: the Midd Night Stroll Artisan Market—a cozy, gift-ready celebration of local creativity during Very...
Oct 17, 2025 | Experience
As the days shorten and autumn deepens, we find ourselves in one of our favorite times of year in Middlebury — a season of gathering, remembrance, and gratitude. There’s something about the light in late October — soft, golden, and fleeting — that draws us together as...
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 8, 2025 | Experience, Retail, Shop
We welcome the Devoe’s to Main St! Just opened in downtown Middlebury, Cobweb Antiques is the lifelong dream of collector Gary DeVoe. With his wife Jill, they have turned a passion for discovery into a charming new shop filled with history and character....
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, Retail, Shop
There’s something truly special about shopping in Middlebury — a town where nearly every storefront tells a personal story. Our downtown is filled with independent, owner-run shops where the people behind the counter are also the ones curating the shelves, creating...
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...
