Windamere is situated on historic Observatory Hill, where Darjeeling begins, and overlooks the Chowrasta, the town's exclusive promenade. From Observatory Hill, one can glimpse Tibet, Bhutan, Nepal and Sikkim, against a stupendous backdrop of twenty of the highest mountain peaks in the world.

It is "One of the three Jewels of the Raj", said a celebrated travel writer of The Windamere Hotel. Established in the 19th century as a cozy boarding house for bachelor English and Scottish tea planters, it was converted into a hotel just before the outbreak of the Second World War. Well known to sophisticated travelers the world over, the Windamere is famous for its unique ambiance and charm, and has been the subject of many leading stories in the international media.

Windamere is the original "Heritage House of the Himalayas". It is situated on Observatory Hill, a Darjeeling landmark, believed to be the focus and repository of life-enhancing cosmic energies. During the first National Awards Ceremony for outstanding hotels in India, the Prime Minister presented Windamere Hotel with a coveted award for its excellence as a Heritage Hotel of India.