Active ChallengePick-Your-Own ChallengeStart the PYO Challenge

Take the Challenge. Support Local.

Our community challenges turn exploring Vermont into an interactive adventure. Choose a trail below, head out on the road, and check off stops along the way.

Pick-Your-Own Challenge
Active Challenge

Pick-Your-Own Challenge

Berry season is short and the good fields are the ones you have to drive for. We mapped every pick-your-own farm in the state — strawberries in June, blueberries through August, apples into October. Check in from the app as you fill your baskets and climb the community leaderboard along the way.

Curated trails, built around Vermont's makers.

Beyond the seasonal headliner, we partner with independent local makers to map out trails around specific regional products — from artisan cheese to small-batch spirits. Explore a few favorites, then browse them all.

More Vermont trails

Open the map
46 stops
Foodie

A Gluten-Free Journey

Explore Vermont’s tastiest gluten-free eats on this curated trail of bakeries, cafés, restaurants, and markets that cater to gluten-free diets. From hearty farm-to-table meals to sweet treats made without compromise, this trail makes it easy to enjoy the best of…

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122 stops
Foodie

Chasing Creemee: Challenge

Find your favorite creemee stand.

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35 stops
Markets

Classic General Stores

Discover Vermont's charming general store trails, where history meets local flavor. These classic stores offer a nostalgic glimpse into Vermont’s past, featuring handmade goods, local produce, and unique treasures. Wander scenic routes, explore rustic architecture, and…

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11 stops
Foodie

Dive Bars

Vermont’s dive bars are more than just watering holes—they’re time capsules of local culture, offering cheap drinks, unfiltered charm, and unforgettable stories. From neon-lit taverns to roadside hideaways, these spots are where communities gather, live music thrives, and the…

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50 stops
Foodie

From Dough to Dome: A Pizza Lover’s Trail

Slice your way through Vermont with this delicious trail highlighting the state’s best pizzerias—from wood-fired countryside gems to creative urban spots. Whether you're into classic cheese, local farm-fresh toppings, or bold flavor combos, the Vermont Pizza Trail is your go-to…

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5 stops
Foodie

James Beard Nominees 2023

In 2023, Vermont celebrated five James Beard Award semifinalist nominations. Haymaker Bun Company in Middlebury was recognized for Outstanding Bakery, while Amanda Wildermuth of Burlington's Honey Road earned a nod for Outstanding Pastry Chef or Baker. Foam Brewers in Burlington…

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Three steps from your couch to the leaderboard.

Choose Your Trail

Pick a community trail — from roadside creemee stands to heritage cheese makers — and see every stop mapped across the state.

Hit the Road & Check In

Head out and check in at each stop through the free Eat Vermont mobile app as you make your way down the list.

Climb & Win

Watch your name rise on the community leaderboard and unlock limited-edition rewards and special milestone prizes.

Ready to hit the trail?

Check-ins, progress, and the leaderboard all live in the free Eat Vermont mobile app. Download it, pick a trail, and start exploring.

Prefer to plan first? Browse every trail on the map.