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Logo for Robert Frost Mountain Cabins featuring stylized mountains and a cabin.
January 2026

Jan

3

Saturday, January 3 @ 9:00 AM to 12:00 PM

Middlebury Farmer’s Market

Location: Middlebury VFW Post, 530 Exchange Street, Middlebury, VT
This year-round market is a weekly celebration of community, connection and the incredible bounty of Vermont’s farms and homesteads. Every Saturday from 9:00 to 12:00 at the Middlebury VFW Post at 530 Exchange Street, weather permitting MFM is outdoo… Read more

Jan

2

1/2/2026, 5:00 PM to 1/2/2026, 9:00 PM

First Fridays

Location: Downtown Middlebury, VT
Middlebury businesses extend their normal hours for the first Friday of every month to provide visitors and locals alike a chance to experience more of our town later into the evening.
Aerial view of a snow-covered town at dusk, illuminated by streetlights and featuring a prominent church.
March 2026

Mar

14

3/14/2026, 10:00 AM to 3/15/2026, 5:00 PM

First Annual Vermont Chocolate Festival

Location: 68 S Pleasant St, Middlebury, VT
Celebrating both fine and craft chocolate, the Vermont Chocolate Festival offers visitors a deeper connection to this beloved ingredient through guided tastings, live demos, and access to the best chocolate vendors.
An assortment of various chocolate confections arranged in a box.
April 2026

Apr

24

4/24/2026, 8:00 AM to 4/26/2026, 8:00 PM

Vermont Maple Festival

Location: Statewide / Middlebury Area, VT
This statewide festival celebrates the Vermont tradition of sugaring. With tasting events, contests, sugarhouse tours, and entertainment.
A row of decorative maple leaf-shaped bottles filled with various shades of maple syrup.
May 2026

May

9

Saturday, May 9 @ 3:00 PM to 7:00 PM

Midd Summer Market

Location: Triangle Park, Middlebury, VT
Every Thursday between May 23 and Sept 19 from 3:00 PM to 7:00 PM the Midd Summer Market will feature local artisans, food vendors and farms stands at Triangle Park in Middlebury. Live music and great vibes!
Aerial view of a small town with a church, green spaces, and a market area surrounded by hills.

May

6

Wednesday, May 6 @ 2:00 PM to 5:30 PM

Addison County Farmer’s Market

Location: Town Square (Main St & Merchant Row), Middlebury, VT
2:00 to 5:30 PM every Wednesday from May to Sept, the Addison County Farmer’s Market brings together artisans of every kind on the town square at the corner of Main Street and Merchant Row.
A collection of vibrant flower bouquets in metal buckets.