Don’t miss the photo op in front of Middle Covered Bridge. Add in the addictive shopping scene on Main Street, and you’ve got all the ingredients for fall. Billings Farm & Museum features wagon rides, Jersey cows, and food-themed events year-round. Woodstock, Vermontĭairy farms and art galleries share equal space in Woodstock, both a sophisticated crossroads and Vermont’s quintessential small town. Saturday mornings bring residents out for fresh produce, crafts, and music at the Waitsfield Farmers’ Market on the Green. The town has two covered bridges, including the Great Eddy (aka Big Eddy), the state’s second-oldest covered bridge still in use. Iconic barns and hilly farmlands carpet this narrow valley between Green Mountain ranges and traversed by the Mad River. Here the fall foliage harmonizes with Otter Creek’s roaring falls in downtown Middlebury, which also has eclectic shopping and restaurants housed in classic brick buildings. The 16-mile TAM (Trail Around Middlebury) provides an ideal walking route for soaking up the atmosphere of this vibrant college town. Don’t miss Northshire Bookstore, a wonderful independent bookshop/café. Nearby Equinox Mountain, the second-highest peak in southern Vermont, offers unbroken views stretching miles to the surrounding ranges - a painter’s palette of gold and crimson by the first week of October. In August, this village hosts the annual Southern Vermont Art & Craft Festival, which draws artisans from around the region. Learn more about finding peak color in New England in the Yankee feature “Peak Perfection.” Best Vermont Fall Foliage Towns 1.
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