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!
A Very Merry Middlebury 2025 is coming in HOT (…and COCOA-hot!) and we don’t want anyone to miss a thing — from Santa & Mrs. Claus to the carriage rides, craft fairs, tree lighting, night fires, chocolate bar raffle, fireworks, and all the magic in between.
Save these key dates — get them in the diary — tell your people — and be prepared!!
• Henry Sheldon wreath & tree fundraiser all season + Holiday Trains Nov 28–Jan 3
• December 1 — Maiden Vermont at THT, 7pm
• December 4 — Very Merry Middlebury Midd Stroll, late night shopping 5-8pm, plus Tree Lighting 6pm Triangle Park + Craft Fair at the THT Anderson Wing 5-8pm, featuring many local well loved artisans, including Catie of Foxglove, Yinglei Zhang, Jen Roberts, Jill Florence Brooks, Colleen Wilcox, Emma Ranney and Katie O Connell ( more information at Middlebury Studio School
*A Christmas Carol at the Town Hall Theater 5-7 and 11-13 December ( see website for details)
• December 6 — Santa & Mrs Claus visits the THT 9.30am-11.30am
*Carriage Rides 10-12 from MCMC by the Middlebury Post Office!
Henry Sheldon Open House all day on the 6th December and late night on December 4 and 11
• December 11 — 5-8pm Midd Stroll + Craft Fair ( at the National Bank of Middlebury)
• December 19–21 — Night Fires Solstice shows @ THT
• December 31 — Fireworks @ Mary Hogan Fields!
• Hot Cocoa Hut — Dec 4, 6, 11, 13 & 20
• Holiday Chocolate Bar Raffle — $2,500 in local prizes!!
PLUS — twinkling lights, glowing falls, Rudolph the Snowplow, the SD Ireland truck, festive shop windows, carols & cheer all month long 🎄✨
Let’s make December magical together.
With love, K & K