This paper presents the studies and processes for implementing the pilot project of Transportation Demand Management (TDM) for the historical area of Istanbul, namely, Smart Parking System (SPS), which is a parking guide system using information devices, as well as the evaluation results. SPS made it easier to find a parking space by using smart phones and parking information boards without looking/waiting for parking space. This system should also help to reduce traffic congestion in the historical area because car drivers can find a reasonable and comfortable parking space before their destination. While the results from the SPS Pilot Project suggested that it had limited impact on drivers' choices, the Istanbul Metropolitan Municipality and other relevant organizations are working out the future activities for SPS toward continuance or expansion based on the lessons learned from this pilot project.