Great Highwood Pumpkin Festival

Downtown Highwood 17 Highwood Ave., HIghwood, IL, United States

This family-friendly pumpkin festival has all-you-can-carve pumpkin stations throughout town, three days of live music from two stages, children’s and pet costume and pumpkin pie eating contests, a variety of food and artisan vendors, full bars, a carnival, hayrides, and more!

Free

Nashwood

Downtown Highwood 17 Highwood Ave., HIghwood, IL, United States

Attendees of all ages are encouraged to don their cowboy boots and hats over Labor Day Weekend for three days of FREE live country, bluegrass, blues and Southern rock music, as well as Southern inspired food and drink specials. With the majority of acts coming up from Nashville, songs will permeate the air as music...

Free

Highwood Days Taco Fest

Downtown Highwood 17 Highwood Ave., HIghwood, IL, United States

Recognized as the City’s oldest festival, Highwood Days features one of the area’s largest carnivals, with rides, games, live music and more! The addition of Taco Fest brings together the region’s best taco-centric restaurants, caterers, and food trucks to offer a wide range of mouth-watering creations, along with full booze tents. Attendees will enjoy casting...

Free

Highwood Days Taco Fest

Downtown Highwood 17 Highwood Ave., HIghwood, IL, United States

Music, Food, and a run to celebrate the Highwood community.

Free

Highwood Pride Fest

Downtown Highwood 17 Highwood Ave., HIghwood, IL, United States

Highwood brings people together from all over to celebrate diversity. Kicking off Pride Month this years’ celebration will expand to two-days. Downtown Highwood is decorated and celebrates all month long with Pride flags lining the streets, rainbow windows and chalked sidewalks!