The study examined the urban drainage system in Nabadwip Municipality, focusing on infrastructure challenges and technological interventions. The goal was to understand the causes and impacts of recurring drainage issues, especially during monsoons, using Digital Elevation Models and data collected from the field based on personal survey. The study revealed significant flooding and consequent water logging due to inadequate drainage systems, heavy rainfall, and debris obstructions. Key findings highlighted the need for comprehensive drainage system overhauls; strategic urban planning, and increased public awareness.