Planning your dream Vermont adventure? From maple syrup and fall foliage to mountain hikes and covered bridges, this guide outlines the perfect Vermont itinerary for every season.
These easy-to-use and curated itineraries take you through the best things to do in Vermont—charming small towns, ski resorts, farms, breweries, and historic inns—one cozy region at a time.
- Burlington: A lakeside college town with indie shops, craft brews, bike paths, and sunset views over Lake Champlain.
- Stowe: Quintessential Vermont—charming village vibes, top-tier skiing, mountain hikes, and that famous white church steeple.
- Woodstock: Classic New England elegance with covered bridges, upscale boutiques, and postcard-perfect foliage.
- Manchester: A stylish southern Vermont town with designer outlets, mountain views, and cozy inns.
- Montpelier: The nation’s smallest capital—quirky, artsy, and packed with local charm and top-notch maple treats.
- Killington: The “Beast of the East” for skiing and snowboarding, plus mountain biking and festivals in the warmer months.
- Bennington: A historic gem in the Green Mountains, full of Revolutionary War history, covered bridges, and a thriving arts scene.
- Middlebury: A charming college town with riverside beauty, local cideries, and a laid-back intellectual vibe.
- Brattleboro: Creative, crunchy, and proud of it—this artsy southern town is packed with bookstores, music, and riverside strolls.
- Quechee: Famous for its dramatic gorge, scenic trails, and the Instagrammable Quechee Covered Bridge.
- Shelburne: A scenic lakeside town just south of Burlington—visit the Shelburne Museum or take in pastoral views and wine tastings.
- Lake Willoughby: A glacial lake surrounded by towering cliffs—Vermont’s hidden fjord with picture-perfect natural beauty.
📅 Vermont Calendar
- Vermont Maple Open House Weekend (March, statewide): Visit sugarhouses and watch syrup being made
- Strolling of the Heifers (June, Brattleboro): A quirky parade featuring costumed cows and local food
- Vermont Quilt Festival (June, Essex Junction): The oldest quilt festival in New England
- Green Mountain Bluegrass & Roots Festival (August, Manchester): Live music in the mountain air
- Vermont State Fair (September, Rutland): Rides, animals, crafts, and classic fair eats
- Foliage Season (Late September–Mid October, statewide): Peak colors along scenic byways and trails
- Woodstock Wassail Weekend (December, Woodstock): Horse-drawn carriages, caroling, and holiday cheer