Sheboygan Halloween Party Pairs Princesses With Fundraiser

Dare to Dream Theatre, a community performing arts organization in Sheboygan, Wisconsin, is using a character-driven Halloween event to fuel its programming budget. The group’s Fairytale Halloween Party fundraiser is scheduled for Oct. 24 inside the Terrace Room at Blue Harbor Resort and Conference Center, located along the Lake Michigan shoreline.

The afternoon gathering runs from 1 to 3:30 p.m. with an open-entry format, allowing families to arrive and leave on their own schedules rather than following a rigid program timeline. Admission covers one adult and one child between the ages of 3 and 12 for $30. Each additional family member requires a $15 ticket. Those base admissions include access to games, prizes, themed refreshments and character interactions throughout the event.

Performers will portray a mix of classic fairy-tale protagonists and antagonists. Attendees can expect appearances from Sleeping Beauty, Rapunzel, Belle and Snow White alongside villains such as Maleficent. Children are encouraged to wear costumes to compete in a dedicated contest.

Beyond standard meet-and-greet opportunities, the itinerary includes a Fairy Godmother makeover station, face painting provided by Mini’s Face Painting, dancing and a caramel apple bar organized under a Snow White theme. Organizers will also sell raffle tickets for themed baskets during the afternoon, creating a secondary revenue stream for the theater company beyond the door price.

Blue Harbor Resort and Spa, which opened in 2004, frequently hosts regional community events in its conference facilities. The waterfront property serves as one of Sheboygan’s primary venues for large-scale gatherings outside of traditional civic centers.

Dare to Dream Theatre operates as a local nonprofit entity focused on youth and community theatrical productions. Fundraisers tied to seasonal holidays represent a standard financial strategy for regional theater groups across Wisconsin, where operating budgets rely heavily on ticket sales, grants and direct community contributions rather than municipal funding alone. Proceeds from the October event will flow directly into the organization’s upcoming production cycle.

Tickets and raffle entries are available for purchase leading up to the Oct. 24 event date.