How about an essay contest with the theme "What are your dreams?". Partner with local businesses/financial institutions to award money in the form of a 529 plan (to be used for education) to the winner.
I always like to do an art contest open to the whole school & work also with our art teachers during Teen Read Week each year. This year I am thinking about having students illustrate a "dream/reality quote", & have suggested the art teacher could use this in conjunction with a discussion of Surrealism. I've found several quotes on Pinterest, such as "A dream you dream alone is only a dream. A dream you dream together is reality." - John Lennon, “It does not do to dwell on dreams and forget to live.” ― J.K. Rowling, Harry Potter and the Sorcerer's Stone, “All that we see or seem is but a dream within a dream.”
― Edgar Allan Poe - There are lots more on Goodreads tagged with "dreams' or "reality" We have students & teachers vote for their favorite during TRW & give the winner a $20 gift card to the Walmart or the bookstore of their choice.