A Route-7 ritual since 1973.

Close-up of a red apple with yellow streaks and a brown stem on a black background.

Bennington, Vermont

For more than 50 years, The Apple Barn has been a place people return to: for cider doughnuts, local goods, seasonal traditions, and the feeling of Vermont at its most familiar.

Close-up of a cinnamon sugar coated donut.

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FREE UPCOMING Event

Three people holding pickle popsicles towards the camera, with a woman in the background wearing a white shirt and maroon apron.

PICKLE FESTIVAL 2026

Saturday, September 19 | 10 AM–5 PM
The Apple Barn & Bakeshop | Bennington, VT
FREE ADMISSION

Person dressed in an inflatable costume with a pickle design, wearing a black top hat and holding a cane, at an outdoor event with tents and people in the background.

THE BIG DILL HOMEMADE PICKLE COMPETITION

Think your pickles are kind of a big dill? Enter our homemade pickle competition!

Categories: Dill, Sweet & Specialty/Wild Card
Entries Due: 2 PM
Judging: 3 PM
Winners Announced: Around 4 PM
Cash Prizes: $100 / $50 / $25

THE PICKLE LAB

Presented by the Rooted Hands Project

Get hands-on with the art and science of pickling. Learn the difference between vinegar pickling and fermentation, then make your own refrigerator pickles to take home — choose dill or sweet.

The Pickle Lab connects farming, harvest, food preservation, and the journey from seed to jar.

MECHANICAL PICKLE

Yes, you read that correctly.

Climb aboard our mechanical-bull-style pickle and see how long you can hang on. Complete with an inflatable arena and operator, the Mechanical Pickle will be open for rides throughout the festival.

FESTIVAL COMPETITIONS & ACTIVITIES

• Pickle relay races
• Downhill pickle car race
• Cider donut eating contest
• Games and family activities
• Vendor costume contest with public voting

FOOD & DRINK

Come hungry for pickle-themed creations and Apple Barn fall favorites.

• Pickle pizza
• Pickle slush
• Pickle-inspired ice cream & creemees
• Pickles on a stick
• Fresh Apple Barn cider donuts
• Bakery treats
• Cider & coffee
• Seasonal fall favorites

AROUND THE FESTIVAL

Spend the day with local vendors, makers, growers, agricultural partners, and community organizations — plus live music, family-friendly activities, and fall at the Apple Barn.

The Big Dill is a celebration of harvest season, agriculture, local food, and the tradition of preserving what we grow — with an absurd amount of fun involving pickles.

It’s kind of a Big Dill.

Smiling elderly woman with short gray hair wearing sunglasses on her head and a red long-sleeve shirt with a turtle design, holding a jar of red jam in one hand and a pair of green socks with pickle designs in the other, standing outdoors with red wooden wall and plants around.

A person wearing a white T-shirt with a cartoon pickle character and text promoting the Big Dill Energy Pickle Festival in Bennington, Vermont, 2025.

This event has ended. Stay tuned for the next one!

Freshly glazed ring doughnuts arranged on a rustic wooden board
Silhouette of a pumpkin

“I cannot stop thinking about the apple cider donut filled with maple cream. One of the tastiest treats I’ve ever had.”

– Julia

Get In Touch

or email us contact@theapplebarn.com

Close-up of a chocolate brownie cake slice with a cracked top surface.

About
The Barn

A plastic cup containing a caramel-colored iced beverage with whipped cream on top and a sprinkle of cinnamon or nutmeg. The cup has a dark green circular logo that reads 'The Apple Barn Bakeshop' and is set against a plain background.