OREO Route 66 Wedding Cash Sweepstakes – Win $1,000
The OREO Route 66 Playful Sweepstakes is a lighthearted cash giveaway that works nicely for couples looking for a small wedding budget boost or fun honeymoon spending money. Two winners will each receive $1,000 in cash, and the entry centers around guessing how many OREO cookies it would take to cover Route 66.
Who can enter
Open to legal residents of the 50 United States and the District of Columbia
Must be at least 18 years old at the time of entry
Key dates
Starts: April 30, 2026
Ends: May 28, 2026
Posted date: May 15, 2026
Entry frequency
Single entry
How to enter
Visit the official promotion site listed in the sponsor materials and complete the entry form by following the on-screen instructions. As part of the entry process, participants are asked to guess how many OREO cookies it would take to cover Route 66.
A correct guess is not required to receive an entry.
Prize details
Grand Prizes (2 winners)
Each winner will receive:
$1,000 cash, fulfilled as a check
ARV: $1,000 each
Rules snapshot
Open to eligible U.S. residents age 18 and older
One entry per person is allowed
A guess is required as part of entry, but it does not need to be correct
Two winners will each receive $1,000
Official rules control all final eligibility and prize details
This giveaway is hosted by its sponsor, not by us
Rules and Regulations: Read the Official Rules & Regulations.
