Join us to celebrate Highland’s 50th Anniversary!

In the winter of 1968, during a time when Milwaukeeans were marching for civil liberties, Highland Community School was born out of a passion for education equality, social justice, care for one another, and a yearning for family involvement in students’ education. Fifty years later, we embrace those core values still.

We can’t wait to see you then!

Highland has grown over the last 50 years! Wonder what the spaces look like now? Tours of the buildings are free, however, they must be reserved in advance.

Friday, May 31st
9am – 11am

Highland Community School
1706 W. Highland Ave.

Saturday, June 1st
1pm – 3pm

Former Buildings:
2004 W. Highland Ave.
3030 W. Highland Blvd.

Bring your families and friends to walk or bike along the Hank Aaron State Trail. Followed by a block party on Pierce Street in front of Velobahn Coffee and Cycle.

Saturday, June 1st
9am – Noon

Hank Aaron State Trail &
West Pierce Street between 36th & 37th Streets

Three Route Options & Start Times:

First Course – 1.5-mile Walk – 10 am
Great for Little Ones

Walk, scoot, run, skip, or bike (littles only) along the scenic Menomonee River.

Second Course – 5-mile Bike – 9:45 am
Great for Children

Bike on the Hank Aaron State Trail past Miller Park to 76th Street.

Third Course – 10-mile Bike – 9:15 am
Great for Children and Adults

A longer ride on the Hank Aaron State Trail while you enjoy the scenery.

Join us on our Natural Grounds for an evening of fun and merriment.

  • Celebrate our past and dream about our future.
  • Enjoy drinks, delicious food, and desserts.
  • Honor those who have helped to build the Highland Way.
  • Bid on silent auctions items made by current students and test your luck at the wine pull.

Saturday, June 1st
5pm – 9pm

Highland Community School’s
Natural Playground
1706 W. Highland Ave.

Gala Schedule:

5-6 pm – Cocktail Hour and Live Jazz Trio
6-6:30 pm – Program and Honors
6:30-9 pm – Music by DJ Solelectro & Dancing

Education can help prepare our students to become the leaders our world needs. But as a school can’t do that alone.

We need a community that works together to realize the dream of nurturing children and their families to be information, compassionate, and life-long learners who want to change the world we live in for the better.

Thank you to the following sponsors and underwriters for their investment in Highland.