Weston is an impossibly cute town in south central Vermont. With a barn red country store, a classical playhouse, mill buildings, and a picturesque central gazebo, it’s architecture and charm rival Gilmore Girls’ fictional New England hamlet of Stars Hollow. Route 100, on which the town is located, is an awesome scenic drive for leaf peeping, but the sheer beauty of Weston will make you want to get out and do a quick run. This area is fairly rural, so it’s hard to map a specific route given all the back roads, but a run up and down the main strip will cure your craving for rural Vermont beauty.

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