Neighborhoods of Chester
Life in Chester-Chester Depot is woven with the kind of warmth that turns neighbors into friends and everyday moments into cherished memories. Stroll down Main Street and you’ll likely be greeted with friendly smiles—here, people know each other by name, and Saturday mornings mean coffee at the historic train depot-turned-café, where laughter echoes against exposed brick walls.
Blending classic New England charm with a vibrant, creative energy, Chester-Chester Depot is home to artists’ studios, indie shops, and beloved family-run businesses. The town’s iconic Victorian and Craftsman homes, painted in hues that pop against Vermont’s rolling green hills, are a photographer’s dream. Springfield Road hums with local activity, whether it’s the annual Fall Festival or the impromptu farmer’s market set up outside the town library, bustling with handmade goods and fresh maple treats.
Outdoor
enthusiasts find their haven here. The Williams River winds through the landscape, calling to kayakers, anglers, and picnickers. Scenic hiking trails, lined with wildflowers in summer and flanked by bright foliage each autumn, are just a short walk from the Depot. In winter, a fresh layer of snow transforms the neighborhood into a
Chester-Chester Depot By The Numbers
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6 | HelloChester, Vermont • Summer Issue
Life in Chester-Chester Depot is woven with the kind of warmth that turns neighbors into friends and everyday moments into cherished memories. Stroll down Main Street and you’ll likely be greeted with friendly smiles—here, people know each other by name, and Saturday mornings mean coffee at the historic train depot-turned-café, where laughter echoes against exposed brick walls.
Blending classic New England charm with a vibrant, creative energy, Chester-Chester Depot is home to artists’ studios, indie shops, and beloved family-run businesses. The town’s iconic Victorian and Craftsman homes, painted in hues that pop against Vermont’s rolling green hills, are a photographer’s dream. Springfield Road hums with local activity, whether it’s the annual Fall Festival or the impromptu farmer’s market set up outside the town library, bustling with handmade goods and fresh maple treats.
Outdoor enthusiasts find their haven here. The Williams River winds through the landscape, calling to kayakers, anglers, and picnickers. Scenic hiking trails, lined with wildflowers in summer and flanked by bright foliage each autumn, are just a short walk from the Depot. In winter, a fresh layer of snow transforms the neighborhood into a postcard-worthy wonderland perfect for snowshoeing, sledding, and cozying up by a woodstove.
Families thrive in Chester-Chester Depot thanks to highly rated schools, safe streets, and a community spirit that ensures everyone looks out for each other. Kids’ laughter spills from the playground, while local volunteers organize everything from art nights to holiday parades with joyful enthusiasm.
Yet, it’s the genuine sense of belonging that sets Chester-Chester Depot apart. Whether you’ve lived here for decades or just arrived, you’ll quickly discover there’s always room at the table, and always someone eager to share a story or lend a hand. In Chester-Chester Depot, simple pleasures come to life, and every day feels a little brighter.