America's Prettiest Winter Towns

Courtesy of Windham Foundation / Christine Triebert

Play it cool in these scenic small towns that know just how to embrace winter.

Grafton, VT

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In the foothills of the Green Mountains, Grafton owes the upkeep of its clapboard buildings and Norman Rockwell–esque stores, small galleries, and taverns to the Windham Foundation, charged with promoting Vermont’s rural communities. Despite the historical aura and pastoral views at every turn, Grafton (population: 600) is far from Disneyfied. Winter visitors come for Nordic skiing, ice skating, and snowshoeing in the state where the American ski industry was born—and for the cozy inns with comfort food that await at the day’s end.

Winter Fun: Grafton locals are often spotted with skis over their shoulders, heading into the woods. You can practice cross-country skiing on the corduroy-groomed runs at the Grafton Ponds Outdoor Center, where snowshoeing and snow tubing are also available.

Get more holiday travel inspiration.

America's Prettiest Winter Towns

Grafton, VT

In the foothills of the Green Mountains, Grafton owes the upkeep of its clapboard buildings and Norman Rockwell–esque stores, small galleries, and taverns to the Windham Foundation, charged with promoting Vermont’s rural communities. Despite the historical aura and pastoral views at every turn, Grafton (population: 600) is far from Disneyfied. Winter visitors come for Nordic skiing, ice skating, and snowshoeing in the state where the American ski industry was born—and for the cozy inns with comfort food that await at the day’s end.

Winter Fun: Grafton locals are often spotted with skis over their shoulders, heading into the woods. You can practice cross-country skiing on the corduroy-groomed runs at the Grafton Ponds Outdoor Center, where snowshoeing and snow tubing are also available.

Get more holiday travel inspiration.

Courtesy of Windham Foundation / Christine Triebert
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