With over 500 different food experiences listed on DigInVT, planning the perfect weekend or vacation may seem overwhelming. Fortunately, our trails group these experiences into different facets of Vermont food culture, so that you can spend less time planning your trip and more time enjoying it. Whether it’s cheese, maple, or wine you're after, or simply a fun way to explore Vermont, you’ll find a trail that speaks to your interest. Or if you're feeling adventurous, craft your own trail and leave it behind so others can follow in your footsteps! 

Cedar Circle Farm

Taste the Upper Valley

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Northwest Wine & Chocolate Trail

  • Contributed by: DigInVT.com Staff
  • Categories: Wineries & Distilleries
  • Region: Northwest
  • Season: Spring, Summer, Winter, Fall

Explore Waterbury!

  • Contributed by: Vermont Fresh Network
  • Categories: Eateries
  • Region: East Central
  • Season: Spring, Summer, Winter, Fall

Downtown Burlington Bar Crawl

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Floating Bridge Food and Farms Trail

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Ludlow - a Vermont dining and recreation destination!


James Beard Nominee Trail- Huntington River Valley


An Autumn in Middlebury


Randolph to Montpelier Maple Trail

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Explore the Mad River Valley