Oct 8, 2026 | Experience, Kids
🌈 A little town, a lot of love! The Middlebury Pride Parade starts at 1pm this Saturday, October 10, at College Park, followed by festivities on the Town Green until 4pm. Come cheer, celebrate and share in the joy of a community where everyone belongs! ❤️ Find more...
Jul 22, 2026 | Experience, Kids, Play, Reflections
Kelly and I speak on the radio on a monthly basis courtesy of Amanda at 92.1 ( we’ll see you tomorrow bright and breezy Amanda!) and as we were compiling a list of everything that is happening over the next six weeks, we are reflecting on the vibrancy of summers...
Jun 29, 2026 | Dine, Eat, Experience, Kids, Retail, Shop, Stay
First Friday Meets America 250: Celebrate July 3 in Downtown Middlebury Summer is in full swing, and July’s First Friday is shaping up to be one of the biggest and most festive evenings of the season. On Friday, July 3, Town Hall Theater will host a free America 250...
Jun 17, 2026 | Art, Dine, Eat, Experience, Kids, Play, Reflections, Retail
Middlebury businesses are excited to keep their doors open late on the First Friday of each month! A beautiful mix of late-night shopping, pop-ups, art, music, food, galleries, cocktails, karaoke, community, and summer energy all across downtown Middlebury. Here’s a...
Apr 2, 2026 | Dine, Eat, Experience, Kids, Play, Retail, Retail Dine
We recently caught up with Christian from Retro Realm and Green peppers, and we asked him ab out the latest addition to the offerings in Middlebury. K&K: What drew you to invest in this particular block of downtown Middlebury? Christian: I’ve lived in six states...
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...
