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Set on the banks of the meandering Otter Creek, >Middlebury is a historic community with a college town feel. The streets are lined with stately brick buildings and boutique shops selling everything from jazz records to locally made wooden toys, and the surrounding area offers the opportunity to hike, fish, and cycle. If you'd like to combine culture with the great outdoors, take the Robert Frost Interpretive Trail, which commemorates the poet's work and life with interpretive plaques. The town is also the proud home of the Middlebury Tasting Trail, a route that brings visitors to the best local cideries, breweries, wineries, and distilleries.

Rating: ⭐⭐⭐⭐⭐

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