Sweeps Target Santa's Sleigh RidePlease enter the current Sweepstakes instead of this expired one. Enter daily for a chance to win the Target Santa’s Sleigh Ride Sweepstakes. There will be 2 sweepstakes winners of a $1,000 Target gift card and $300 to cover taxes (value $1,300) and 1,500 winners of a $25 Target gift card. This sweeps started Dec. 1 and ends Dec. 15 which breaks down to 100 winners per day.