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! 

Great Places around Middlebury, Vermont

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Discover the Islands

VT pub Brew

Vermont Pub and Brewery - Shopping List

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James Beard Nominee Trail- Montpelier to Waterbury

Cedar Circle Farm

Taste the Upper Valley


Southern Vermont Cheese Trail

  • Contributed by: Meghan Sheradin
  • Categories: Cheese
  • Region: South
  • Season: Spring, Summer, Winter, Fall
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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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Ludlow - a Vermont dining and recreation destination!