Win $1,000 Cash in the OREO Land Mass Sweepstakes

If quirky cash giveaways are your thing, 2026 OREO Land Mass Sweepstakes is a fun little one to toss your name into. Two winners will each score $1,000 just for making their best guess on how many OREO cookies it would take to cover the U.S. land mass, which gives this cash sweepstakes a playful twist without making the entry process complicated. It’s a simple one-time online entry, so it’s easy to add if you like brand giveaways with a goofy hook and real money on the line. Open to legal U.S. residents 18+ in most states. Ends April 29, 2026.