Chester Festival on the Green
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2026 Visitor Guide

This two-day, outdoor festival features 70+ artisans, plus fresh local food, live music, historical tours, animals, agriculture and other fall fun. All products sold at the Chester Festival are are 100% handmade.

Admission is free and open to the public!
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Entertainment, Events & Activities


ALL DAY, BOTH DAYS:

​Wagon Rides
(11:00am-3:30pm)
Balloon Tying with Linda (10:00am-2:00pm)  in the VT Culture Corner
​+ Hay Maze, Lawn Games, Find the Needle in a Haystack,
Kids Prize Table, Facepainting, & Rock Painting


SATURDAY SCHEDULE:

9am-10:00am | Reggae Vibes (Stage 1)
10:00am | Crossover Cloggers (Stage 1)
10:45am-12:45pm | Vices Inc (Stage 2)
11:00am | Opal Raven Cirque Firespinning (Stage 1)
12:00pm | Cemetery Tour with Jon (Carriage House)
12:30pm | Crossover Cloggers (Stage 3)
1:00pm | Brookside Trail Tour with CCC (Trail bridge)
1:00-3:00pm | Red River North (Stage 2)
2:30pm | 
Opal Raven Cirque Firespinning (Stage 1)
3:00pm | Cemetery Tour with Jon (Carriage House)
3:30pm-5:00pm | E-Cellist, Paula Boyle (Stage 2)

SUNDAY SCHEDULE:

9am-11:00am | Johnny O. (Stage 2)
10:00am | Crossover Cloggers (Stage 1)
12:00pm-2:00pm | Sammy Blanchette (Stage 2)

11:00am | Opal Raven Cirque Firespinning (Stage 1)
11:30am | A Company of Witches (Stage 3)
12:00pm | Cemetery Tour with Jon (Carriage House)
12:30pm | A Company of Witches (Stage 3)
1:00pm | Brookside Trail Tour with CCC (Trail Bridge)
1:30pm | Crossover Cloggers (Stage 3)
2:00pm-4:00pm | Rust & Ruin (Stage 2)
2:30pm | 
Opal Raven Cirque Firespinning (Stage 1)
3:00pm | Cemetery Tour with Jon (Carriage House)
2025 ARTISAN DIRECTORY
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Plan your trip

The Chester Festival on the Green is held on the town's historic Common, located on Main Street/Route 11 and accessible to I-91, Okemo, Killington, Stratton, Bromley and Ascutney mountains.
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VIEW THE CHESTER FESTIVAL ON MAPS
Chester is a vibrant community in southern Vermont's Okemo Valley that predates the American Revolution. Its famous Stone Village and Victorian, Colonial Revival and Federal style architecture offer a perfect backdrop for fall. ​
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From hiking and biking, to breweries and scenic drives, discover the best of fall in New England:
EXPLORE THE OKEMO VALLEY
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