A Guide to the Festivals in Okemo Valley

The Okemo Valley is home to an exciting season of festivals! From the first warm days of summer with blooming flowers and ripening strawberries to the vibrant colors of foliage and the spirit of harvest and Thanksgiving, Okemo Valley welcomes you to a lively calendar of events that celebrates the heart of Vermont.

The 2026 festival season brings summer and fall fun for everyone—pick your own strawberries, explore mountain biking trails, enjoy cider tastings, browse antique tractors, and experience the very best Vermont has to offer.

This seasonal lineup invites locals and visitors alike to gather and celebrate Vermont’s creativity, landscapes, and community spirit, with live music, local artisans, interactive activities, and delicious food and drink that bring people together and spark connection.

Top Events

The Okemo Valley Chamber of Commerce has curated a list of the top festivals to check out this 2026 summer to fall season. Click on each one below to learn more.

WESTON THEATER COMPANY – SEASON 90
June 10-11, 2026 in Weston

WELLWOOD ORCHARDS STRAWBERRY FESTIVAL
June 20, 2026 in Springfield

FRENDLY GATHERING 2026
July 17-19, 2026 in Windham

FLOW STATE MOUNTAIN BIKE FESTIVAL
July 24-26, 2026 in Brownsville

OKEMO MOUNTAIN TAPS & TASTES
August 1, 2026 in Ludlow

FARM & WILDERNESS FAIR
August 8, 2026 in Plymouth

BEST OF VERMONT SUMMER FESTIVAL 🎟️🍔🤹🍻🧶🍭🎈🎶🧋🎪
August 22-23, 2026 in Ludlow

THE GRAFTON HISTORICAL SOCIETY FOOD & ANTIQUE TRACTOR SHOW
September 5, 2026 in Grafton

WELLWOOD ORCHARS HARVEST FESTIVAL
September 5, 2026 in Springfield

PLYMOUTH FOLK AND BLUES FESTIVAL 2026
September 5-6, 2026 in Plymouth

TRIQUEST GRAVEL TRIATHLON
September 12, 2026 in Plymouth

52ND ANNUAL CHESTER FESTIVAL
September 19-20, 2026 in Chester

WELLWOOD ORCHARDS ANNUAL CAR SHOW
October 10, 2026 in Springfield

LUDLOW ROTARY CLUB CHILLI COOK-OFF
October 10, 2026 in Ludlow

OKEMO’S ANNUAL FALL INTO WINTER FESTIVAL
October 11, 2026 in Ludlow

For more festival details, check out the Out & About section in the new Okemo Valley Magazine coming out in May 2026.

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.



Special 4th of July Events 2026

The Okemo Valley is celebrating the countries 250th anniversary and the 154th birthday of Calvin Coolidge, one of two presidents born in Vermont and the only president born on the 4th of July. Click on each one below to learn more.

INDEPENDENCE FIREWORKS & MUSIC AT MAGIC
July 2nd @ 6pm – 10pm in Londonderry

AMERICA 250 CELEBRATION ORCHESTRA EVENING
July 3rd @ 6 pm 2026 in Plymouth

VERMONT SYMPHONY ORCHESTRA SUMMER FESTIVAL TOUR: AMERICA 250
July 3rd @ 7:30 – 9:30 pm in Grafton

LIBERTY TREE DEDICATION
July 4th @ 9 am in Ludlow

4th OF JULY  PARADE
July 4th @ 10 – 11 am in Ludlow

BIRTHDAY PARTY FOR AMERICA & PRESIDENT CALVIN COOLIDGE
July 4th @10 am – 1 pm in Plymouth

STEP BACK INTO 1776 AT VETERANS PARK FESTIVITIES
July 4th @11 am – 2 pm in Ludlow

LAKE RESCUE ASSOCIATION 23RD ANNUAL PICNIC
July 4th @1 – 4 pm at Camp Plymouth State Park

4th OF JULY  FIREWORKS AT OKEMO
July 4th @6 – 9:30 pm in Ludlow

For more festival details, check out the Out & About section in the new Okemo Valley Magazine coming out in May 2026.