23
Top 100 Best Small Towns

Middlebury

#23. Middlebury

The village of Middlebury is listed on the National Register of Historic Places. Winding its way past historic homes and businesses, through the heart of the community, is Otter Creek (the longest river in Vermont). Middlebury serves as the commercial and business center for west-central Vermont and is home to Middlebury College. Residents have their health-care needs met at Porter Medical Center, and Middlebury has a thriving downtown that hosts an annual After Dark Music Series.

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