There is something special about Main Street in Middlebury — the daily hum, the familiar faces, the mix of old and new that gives our town its charm and character. And this year, we are so happy to welcome a wonderful handful of new — and newly-relocated — small businesses into the heart of our community.
Cobweb Antiques
A beautiful new addition — full of treasures, stories, and one-of-a-kind finds. A perfect wander-and-discover spot. Welcome to the neighborhood! 60 Main Street.
Vermont Cookie Love
Cookie lovers — rejoice! Vermont Cookie Love has arrived in downtown Middlebury. Cookies, soft serve, smoothies… a delicious destination — right here in town. 40 Main Street.
Buy Again Alley — new location!
Now at 10 Washington Street — right beside Retro Realm and Green Peppers. Still the Buy Again Alley everyone loves… just in a fresh new home.
Retro Realm
Comparatively new to the scene — but already a bright, nostalgic, video game arcade dream in downtown. Great energy, great people. 10 Washington Street.
Toad Hall Flowers
Beautiful new spot at 228 Maple Street — that tall stone building in Printers Alley on the way to Marble Works. A gorgeous location for a shop that fits it perfectly.
Marble Trail Financial
Recently moved into the old FolkLife Building at the roundabout near Two Brothers Tavern — an incredible reuse of a beloved building and a warm addition to that gateway corner.
One Day in July
Now right on Main Street — 48 Main Street. A central, visible location for a business that has become an important part of town.
We welcome you all.
We’re delighted you’ve chosen Middlebury — chosen here — to grow, to serve, to share your work and your expertise.
For our residents, neighbors, and visitors:
❥ pop in
❥ explore
❥ say hello
❥ support these businesses as they settle in
Small businesses are the heartbeat of our community — and we’re grateful for each and every one of them.
Welcome — truly — to Main Street and beyond. 🌿✨