FAQs

Frequently Asked Questions

What is the HSB Executive Cornhole Challenge?

The HSB Executive Cornhole Challenge is a new community event bringing together Eastern Shore companies to compete for a cause. Each team plays on behalf of a nonprofit organization of its choice, with the first and second place teams earning the tournament’s net profits for its charity. Add live music, food, beverages, games and plenty of friendly competition, and it promises to be a great afternoon for the entire community.

The inaugural HSB Executive Cornhole Challenge will be held Saturday, October 17, 2026, from 2:00–7:00 p.m. at Winterplace Park.

Absolutely! Everyone is invited to come out, cheer on the teams, support some terrific nonprofits and enjoy the festivities.

No. Admission is free, and advance registration is not required.

No. The event is completely free for spectators and supporters.

Companies from across Maryland’s Eastern Shore will field teams consisting of an executive and a partner. Partners might be a colleague, community personality, friend or representative of the nonprofit they’re playing for.

Each participating company selects a nonprofit to represent. The company’s entry fee goes into the tournament prize pool.

In addition to the tournament prize, participating teams are encouraged to rally their employees, customers and supporters to make donations directly to their chosen nonprofit.

Yes! We hope you will. Visit our Non-Profits section to learn more about the organizations being represented and follow the link to donate directly to the nonprofit of your choice.

Participating nonprofits will be an important part of the day. Guests will have opportunities to learn more about their work, meet representatives and discover ways to support their missions.
Plenty! The event is designed to be a community celebration, with live music from The Mercury Agenda, local food trucks, beverages, an executive dunk tank, games, merchandise, nonprofit exhibits and other activities throughout the afternoon.
Local food vendors will have food available for purchase, along with both alcoholic and nonalcoholic beverages. Guests purchasing alcohol must be 21 or older and show valid identification.
Yes. This is intended to be a fun community event, and families are welcome.
Please do! Participating companies are encouraged to bring an enthusiastic cheering section. Even if your company isn’t competing, employees are welcome to attend and support their favorite team or charity.

There are only a few positions still available. Companies interested in participating should contact Hebron Savings Bank.

The nonprofits are selected by the participating teams. If you’re a local nonprofit, we encourage you to share the event with your supporters and follow along as participating charities are announced.
Parking information and directions for Winterplace Park will be posted on this site and shared on HSB social media as the event approaches.
The competition goes on rain or shine.
Visit the Teams and Charities section of this website. We’ll add teams as they are announced, along with information about the causes they’re playing for and links to support those organizations.
Follow Hebron Savings Bank on social media for team announcements, charity spotlights, event updates and plenty of friendly competition leading up to October 17.
Explore the participating charities, learn about the work they’re doing across the Eastern Shore and make a contribution directly to the cause of your choice.