🎪 The Best of Vermont Summer Festival is August 22&23!
The Okemo Valley's Sixth Annual
The Best of Vermont Summer Festival
August 22–23, 2026 · Saturday & Sunday, 11:00 AM–5:00 PM
Join us in celebrating theBest of Vermont Summer Festival on August 22 & 23! Don't miss this vibrant two-day marketplace withlive music and artisans, fine art,specialty foods, maple and cheese producers, andcraft beverage makers. An expandedFamily Fun Zoneoffers clown performances, face painting, and hands-on activities for younger visitors, whilefood trucksand a dining tent featuring New England lobster rolls round out the culinary offerings — all set against the sweepingbackdrop of the Green Mountains!
More to Explore Below ↓
Summer & Fall 2026
A Guide to the Season of Festivals
The Okemo Valley is home to an excitingseason of festivals! This summer and fall, Okemo Valley welcomes you to alively calendar of eventsthat celebrate the community, the talent, and the seasonal beauty that make Vermont so extraordinary. Fromlive outdoor music,craft beers, and artisanal fares toart shows,street performers, andhistorical tours—there's something special in store for everyone.
Upcoming Festivals
Sept 5 · Grafton
The Grafton Historical Society Food & Antique Tractor Show
Family-friendly event featuring antique tractors, food, raffles, and a silent auction.
Sept 5 · Springfield
Wellwood Orchards Harvest Festival
Celebrate fall with live music, food vendors, cider, hayrides, and games.
Sept 5–6 · Plymouth
Plymouth Folk and Blues Festival 2026
Enjoy live folk and blues performances by Vermont-based artists.
Sept 12 · Plymouth
TriQuest Gravel Triathlon
A challenging multi-sport race through the scenic gravel roads of the Okemo Valley.
Sept 19–20 · Chester
52nd Annual Chester Festival
Artisan market featuring dozens of vendors with handmade Vermont products.
Oct 10 · Springfield
Wellwood Orchards Annual Car Show
Browse classic and vintage cars while enjoying cider, food, and live music.
Oct 10 · Ludlow
Ludlow Rotary Club Chili Cook-Off
Sample chili from local competitors while supporting community charitable causes.
Oct 11 · Ludlow
Okemo's Annual Fall Into Winter Festival
Enjoy pumpkin painting, hayrides, live music, Okemo BBQ, and more.
