Events for October 4, 2025 › Windsor County › – Happy Vermont

Vermont Events

Calvin Coolidge State Historic Site Fall Festival

President Calvin Coolidge Historic Site 3780 VT-100A, Plymouth

Spent a perfect fall day at the Calvin Coolidge State Historic Site Fall Festival and Chicken BBQ in Plymouth Notch. Enjoy hayrides, taste multiple varieties of Vermont-grown heritage apples, and watch cider pressing. The Plymouth Fire Department will be cooking up BBQ chicken dinners for...

Ludlow Harvest Fair

Ludlow Harvest Fair 45 Main Street, Ludlow

Celebrate Vermont's fall foliage season at the 41st annual Ludlow Harvest Fair. The event will include food trucks, more than 45 vendors, games and more.   The event helps to support the Ludlow Elementary PTG.

Recurring

Harvest Celebration in Woodstock

Billings Farm & Museum 69 Old River Road, Woodstock

Embrace the best of fall at the Harvest Celebration at Billings Farm & Museum in Woodstock. Enjoy scenic wagon rides, hand pressed cider-making, pumpkin bowling, sunflower seed harvesting, apple tasting, creative card making and more.

Reading Fall Festival

Reading Fall Festival Route 106, Reading

The Reading Fall Festival in Felchville features a bike parade at 11 a.m., food vendors, live music, a Ducky Derby, local organization information tables, a library book sale, pumpkin painting at the Reading Greenhouse, and more.

Okemo Valley Oktoberfest in Ludlow

Off The Rails 64 Pond Street, Ludlow

Okemo Valley TV and Off the Rails invite you to its inaugural Okemo Valley Oktoberfest in Ludlow. Enjoy live music, craft beer, food and games. This family-friendly event is a fundraiser to benefit Okemo Valley TV.