4 Best Small Towns for Raising a Family in Vermont

Middlebury

In the heart of Addison County, Middlebury is a picturesque New England town that epitomizes Vermont's charm. With its tree-lined streets, historic architecture, and a vibrant community centered around Middlebury College, this town offers an idyllic setting for raising a family.

The downtown area is a delightful mix of locally-owned shops, cozy cafes, and cultural attractions. The Middlebury Falls, a stunning natural wonder, flows right through the center of town, providing a scenic backdrop to stroll along the riverfront park. Families can enjoy a variety of outdoor activities, from hiking the Trail Around Middlebury to swimming at the Town Pool during summer.

One of Middlebury's biggest draws is its excellent educational opportunities. Middlebury College, a renowned liberal arts institution, brings a vibrant intellectual community, while the local public schools consistently rank among the best in the state. The town also boasts a thriving arts scene, with the Town Hall Theater hosting live performances and the Middlebury College Museum of Art offering diverse exhibitions.

Woodstock

Nestled in the heart of the Green Mountains, Woodstock is a quintessential Vermont town that exudes New England charm. With its beautifully preserved historic village, covered bridges, and stunning natural surroundings, it's no wonder Woodstock is often referred to as "the prettiest small town in America."

The town's centerpiece is the iconic Woodstock Village Green, a pristine expanse of rolling hills and white-steepled churches that transport visitors back in time. Families can explore the charming boutiques, art galleries, and locally-owned eateries lining the village's main streets. The Billings Farm & Museum, a working dairy farm from the 19th century, provides a glimpse into Vermont's rich agricultural heritage.

Outdoor enthusiasts will find no shortage of activities in Woodstock. Hiking trails, such as the Appalachian Trail and the Mount Tom Trail, offer breathtaking views of the surrounding countryside. The nearby Marsh-Billings-Rockefeller National Historical Park is a playground for nature lovers, with miles of carriage roads and scenic vistas.

Shelburne

Just south of Burlington, Shelburne is a delightful town that seamlessly blends rural charm with urban amenities. With its well-preserved historic district, scenic farms, and proximity to Lake Champlain, this town offers an idyllic setting for families seeking a balance of small-town living and city conveniences.

Shelburne Village, the town's hub, is a charming New England hamlet with tree-lined streets and 19th-century buildings housing quaint shops, galleries, and eateries. The Shelburne Museum, a renowned open-air museum with a vast collection of Americana, is a must-visit attraction. Families can also enjoy the nearby Shelburne Farms, a working farm with miles of walking trails, educational programs, and stunning views of Lake Champlain.

Outdoor recreation is a way of life in Shelburne, with easy access to the lake for swimming, boating, and fishing. The town also boasts excellent public schools, making it an attractive option for families seeking a high-quality education in a picturesque setting.

Manchester

Nestled in the heart of the Green Mountains, Manchester is a quintessential Vermont town that effortlessly combines small-town charm with world-class amenities. With its quaint main street, stunning natural surroundings, and a thriving arts and cultural scene, this town offers an idyllic setting for families seeking a well-rounded lifestyle.

The historic downtown district is a delightful mix of locally-owned shops, art galleries, and eateries, all housed in beautifully preserved 19th-century buildings. The American Museum of Fly Fishing, the Hildene – The Lincoln Family Home, and the Southern Vermont Arts Center are just a few of the cultural attractions that enrich the community.

Outdoor enthusiasts will find endless opportunities for adventure in Manchester. Hiking trails, such as the Appalachian Trail and the Equinox Preserve, offer breathtaking views of the surrounding mountains. In the winter, families can enjoy skiing and snowboarding at the nearby Stratton Mountain Resort or Bromley Mountain.

Bristol

Nestled along the banks of the New Haven River, Bristol is a charming Vermont town that embodies the state's rural beauty and outdoor lifestyle. With its picturesque main street, historic buildings, and stunning natural surroundings, this town offers an idyllic setting for families seeking a peaceful, yet active, community.

The town's centerpiece is the Bristol Village Green, a beautifully maintained park that hosts a variety of community events and gatherings throughout the year. Families can explore the locally-owned shops, cafes, and galleries that line the main street, many housed in beautifully preserved 19th-century buildings.

Outdoor recreation is a way of life in Bristol, with easy access to the Green Mountains for hiking, camping, and skiing. The nearby Bristol Falls is a scenic spot for picnicking and swimming during the summer months. The town also boasts a vibrant arts scene, with the Art on Main gallery showcasing local talent and the Holley Hall hosting live performances.

Craftsbury

Nestled in the heart of the Northeast Kingdom, Craftsbury is a quintessential Vermont town that offers a peaceful, rural lifestyle surrounded by breathtaking natural beauty. With its pristine landscapes, quaint village center, and a strong sense of community, this town is an ideal place for families seeking a quiet retreat while still having access to outdoor adventures.

The Craftsbury Village, a charming cluster of historic buildings, is the town's hub, featuring locally-owned shops, a general store, and a few eateries. The Craftsbury Outdoor Center, a world-class cross-country skiing and outdoor recreation facility, draws visitors from around the globe and offers miles of trails for hiking, biking, and skiing.

Families can enjoy a variety of outdoor activities in Craftsbury, from swimming and kayaking in the nearby lakes and rivers to exploring the vast network of hiking trails in the surrounding forests. The town's commitment to preserving its natural resources and rural character makes it a true gem for those seeking a peaceful, nature-filled lifestyle.