As summer fades, Vermont’s small towns come alive with colorful festivals, harvest fairs, and community celebrations that make September unforgettable. From rustic fairgrounds to village greens, families gather to enjoy rides, parades, and local traditions.
The mix of fall foliage, small-town charm, and family-friendly fun makes these destinations perfect for early autumn adventures. With welcoming communities, crisp air, and timeless traditions, Vermont proves that September is one of its best seasons to visit.
Tunbridge
Nestled in the heart of Vermont, Tunbridge hosts one of the most beloved fairs in the state. Known for its traditional agricultural displays, the fair offers a nostalgic glimpse into Vermont’s farming heritage. Families can enjoy everything from livestock shows to thrilling rides.
The food scene is equally enticing, with local vendors serving up delicious treats that range from maple syrup delights to hearty apple pies. The vibrant atmosphere is complemented by the stunning fall foliage that surrounds the fairgrounds, creating a picturesque setting for family photos.
Tunbridge truly captures the essence of a classic New England fair.
Stowe
Stowe, often dubbed the ‘Ski Capital of the East,’ transforms into a festival haven in September. The town hosts a myriad of events, including the famous British Invasion Car Show and a vibrant arts festival.
Families can wander through the picturesque streets, enjoying performances by local musicians and exploring stalls filled with unique crafts. The surrounding mountains provide a breathtaking backdrop, inviting visitors to take leisurely hikes and enjoy the crisp autumn air.
Stowe’s lively atmosphere and scenic beauty make it a must-visit for festival-goers.
Shelburne
Shelburne offers a delightful blend of rural charm and cultural richness, especially during September’s fall festivities. Shelburne Farms becomes a focal point, with activities ranging from cheese tastings to interactive farm tours.
Children delight in meeting the farm animals, while parents appreciate the locally produced food and artisanal crafts available for purchase. The festival atmosphere is both relaxing and engaging, perfect for families looking to spend quality time together.
With Lake Champlain as a backdrop, Shelburne provides a scenic and enriching festival experience.
Essex Junction
Home to the Champlain Valley Fair, Essex Junction is a family favorite in September. This bustling fairgrounds plays host to a wide variety of attractions, from exhilarating rides to live entertainment.
Food enthusiasts can indulge in classic fairground fare while enjoying performances from local musicians. The fair also features an array of agricultural exhibits, highlighting Vermont’s rich farming traditions.
With its lively atmosphere and diverse offerings, Essex Junction provides an exciting and memorable festival experience for visitors of all ages.
Brattleboro
Brattleboro is a cultural hotspot known for its vibrant arts scene, which flourishes during September’s festivals. The town hosts the renowned Brattleboro Literary Festival, attracting authors and book lovers from all over.
Music and art fill the streets, offering families a chance to enjoy performances and explore galleries featuring local talent. The unique shops and eateries add to the charm, providing plenty of opportunities for leisurely exploration.
Brattleboro’s creative energy and welcoming community make it a standout destination for festival enthusiasts.
Randolph
Randolph’s September festivals capture the heart of this tight-knit community. Known for its vibrant parades and craft fairs, the town comes alive with local flair and hospitality.
Visitors can enjoy live music, browse through booths of handmade goods, and savor the flavors of Vermont with every bite. The sense of community is palpable, making it a heartwarming place for families to visit.
With a backdrop of rolling hills and autumn hues, Randolph offers a quintessential Vermont festival experience.
Springfield
Springfield celebrates the onset of autumn with a series of engaging festivals that highlight its historical and cultural roots. The town’s historic downtown becomes the center of activity, featuring local vendors and artisans.
Families can explore Springfield’s rich history through guided tours and interactive exhibits. The events are designed to be both educational and entertaining, offering something for visitors of all ages.
Springfield’s dedication to preserving its heritage makes it an enriching festival destination.
Middlebury
Middlebury, home to the prestigious Middlebury College, thrives with youthful energy during its September festivals. The town hosts events that celebrate local culture and innovation, attracting crowds from near and far.
Foodies will appreciate the variety of local dishes available, while families enjoy live performances and fun activities in the town’s charming settings. The scenic views add to the allure, making Middlebury a delightful spot for a fall festival escape.
Middlebury’s vibrant atmosphere and academic influence create a unique festival experience.
Chester
Chester’s autumn festival is a celebration of its quaint charm and historic architecture. The town’s streets are lined with stalls featuring local artisans and their handmade creations.
Families can enjoy a leisurely stroll through the historic district, soaking in the festive atmosphere and discovering unique finds. The festival offers a perfect blend of history and culture, making it an enriching experience for all.
Chester’s welcoming community and picturesque setting make it a must-see during the fall festival season.
Craftsbury
Renowned for its beautiful lake and outdoor activities, Craftsbury offers a festival experience that’s both exhilarating and serene. September brings rowing events that attract sports enthusiasts and families alike.
The festival atmosphere extends beyond the lake, with local food vendors and entertainment adding to the excitement. Families can relax and enjoy the natural beauty while partaking in the lively celebrations.
Craftsbury’s unique combination of sport and serenity draws visitors seeking a refreshing festival experience.
Vergennes
Known as Vermont’s smallest city, Vergennes packs a punch with its vibrant fall festivals. The bustling streets come alive with music, crafts, and community spirit.
Families can explore the local shops and enjoy live performances that highlight the town’s artistic flair. The festival atmosphere is infectious, drawing visitors into the heart of this charming city.
With its unique blend of culture and community, Vergennes offers a delightful festival experience for all ages.