Season of Festivals

Beginning with the beautiful and delicious Strawberry Festival in late June, Okemo Valley is home to the exciting season of festivals! This festival season offers a range of summer and fall fun at each event – from picking your own strawberries to mountain biking to cider tasting to browsing antique tractors to experiencing the best that Vermont has to offer.

Festivals & Things to Do

The Season of Festivals is a great opportunity for visitors and residents alike to come together to celebrate the community, the talent, and the seasonal beauty that makes Vermont so special.

Each festival has its own charm and mission.

You’ll find live music, local vendors and artisans, special attractions and activities, and delicious food and drink that bring people together for an experience you’ll remember for years to come.

Top Events

The Okemo Valley Chamber of Commerce has curated a list of the top 11 festivals to check out this 2025 festival season. Click on each one below to learn more.

WELLWOOD ORCHARDS STRAWBERRY FESTIVAL
(June 21, 2025) 

FLOW STATE MOUNTAIN BIKE FESTIVAL
(July 25–27)

OKEMO MOUNTAIN TAPS & TASTES
(August 2)

THE BEST OF VERMONT SUMMER FESTIVAL
(August 23–24)

HARVEST FESTIVAL
(August 30)

THE GRAFTON HISTORICAL SOCIETY FOOD & ANTIQUE TRACTOR SHOW
(August 30)

PLYMOUTH FOLK & BLUES FESTIVAL
(August 30–31)

CHESTER FALL FESTIVAL
(September 20–21)

PERU FAIR
(September 27)

TAP TO TABLE: AN AUTUMN MARKET
(October 5)

OKEMO FALL INTO WINTER ANNUAL CELEBRATION
(October 12)

For more festival details, check out the Out & About section (page 49) in Okemo Valley Magazine

Extend the Festival Fun with a Getaway! 

Find your favorite festival and turn it into a getaway! You can browse places to stay, dine, and play while you’re exploring your festival adventure. Mark your calendars and book your stay before accommodations fill up.