We’re delighted to share the vendor line-up for our two beautiful December holiday markets, curated by Sarah Briggs at Middlebury Studio School. Each event brings together a curated mix of local artists, makers, and creative talent — the perfect chance to shop small,...
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Sliding into the sparkly season!
Now that we’re all sliding toward the sparkly season — here’s a list of dates to pop in your diary so you’re READY for the most merry month in Middlebury! Merry Middlebury 2025 is coming in HOT (…and COCOA-hot!) and we don’t want anyone to miss a thing — from Santa...
Teamwork brings the season to life!
Once again this year, Janet and Churchill Franklin have generously donated the beautiful holiday tree for Triangle Park — a gift that brings such joy and sparkle to the heart of downtown. We’ve invited Janet to do the honor of lighting the tree with us on December 4th...
Introducing the MIDD Winter’s Night 2025 Chocolate Bar! 🍫✨
Our annual Experience Middlebury chocolate bar fundraiser is back — this year featuring milk chocolate with sea salt bar made with Grenada cacao from Adagio Chocolates… and each bar comes with a ticket number for a chance to win fabulous prizes from Middlebury...
Holiday Craft Fair — Presented by the Middlebury Studio School
’Tis the season for handmade treasures! Join us for two festive evenings of creativity, community, and holiday cheer: Wednesday, December 4thThe Anderson Studio at Town Hall Theater5–8 PM Wednesday, December 11thNational Bank of Middlebury5–8 PM Shop local makers,...
Next Business Gathering 17th November 2025
Next Middlebury Small Business Gathering Monday Nov 17Join us for a casual small business get-together on Monday, November 17 at 9:00am downstairs at Little Seed. A simple chance to connect, swap updates, share ideas, and check in with one another as we move into the...
Welcome to our New (and Newly-Located!) Small Businesses in Middlebury
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...
From Strolls to Santa: Celebrate a Merry Middlebury!
🎁 Highlights of Merry Middlebury 2025 Small Business Weekend: November 29–30 — shop local and kick off your holiday season! Midd Strolls: December 4 & 11, 5–8 PM — late-night shopping, carolers, lights, and festive fun. Tree Lighting: December 4, 6 PM at Triangle...
Meet the Owner of Middleton – Erin Brennan, by Spencer Copeland
This month, our student reporter Spencer Copeland— a Middlebury Union High School journalist and founder of Local Trove—sits down with Erin Brennan, owner of Middleton, to talk shop, style, and the heart behind this stylish boutique. From curating pieces that feel...
The significance of Owner Run Small Businesses
Mark your calendars for our Small Business Weekend in Middlebury — November 28th, 29th, and 30th. The heart of downtown comes alive with holiday spirit and community pride. It’s the perfect time to explore local shops, discover unique gifts, and support the businesses...
MERRY MIDDLEBURY 2025!
🎄✨ 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 favorite...
Four Pillars Farmstead
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