While most of the recent work on the Himalayan belt focuses on the British town of Darjeeling or the country of Nepal, a need to dig into the lesser researched regions is felt. One such strategic location, is the town of Kalimpong. Situated in the heart of the Himalayas, is the small town of Kalimpong, known previously for its extensive trade with the neighbouring countries like Bhutan, Tibet, Sikkim and the surrounding areas. Kalimpong once a centre for international trade, was widely known for the trading of items like musk, wool, fur, grain, etc. This study is an attempt to revisit Kalimpong’s old glory and the reasons behind the diminishing of its once held international status. It focuses on the origin of the town and the constant tussle among the bordering countries, to gain its ownership. Apart from the interanl conflicts, Kalimpong was and still remains, a major bone of contention for the Chinese aggression, leading to its eventual decline. The study refers to both primary and secondary sources. Extensive field survey has been conducted for a better understanding of the situation. Various journals, thesis and papers have been referred to present an accurate statistics. Recent developments and schemes inititaed by the government of West Bengal, has also been touched upon in the following article. Finally a few measures have been suggested which is believed, would help in the economic revival of the town of Kalimpong.