DHR Club : The hotel sponsors The DHR Club, which is located on its grounds. The club aims to foster fellowship among people who like rail travel, by providing a congenial meeting place for them in Darjeeling. The club's facilities are open to people of good standing, with valid membership cards of recognized railway societies from anywhere in the world. Members in good standing of mountaineering institutes, explorers clubs and geographical and botanical societies, may also be admitted to the DHR Club.

The club has a library of travel related reference books, and provides facilities for viewing video films and slides. It is housed in The Snuggery, a 19th century stone cottage, and one of the oldest buildings in Darjeeling. A residential facility of eight double rooms with or without meals, is available to club members, at moderate rates.

Windamere has its own company of artistes, who perform "The Songs & Dances of the Hills", in an outdoor setting; and "Ghazals", in the intimate setting of the hotel's Bear park Parlor.

"Christmas Week at Windamere", which runs from 18th December to 1st January every year, has been celebrated at the hotel, in the same way, without interruption, since 1939. It has become a tradition for well known entertainers from London's famous West End Theatre district, to entertain at Windamere during Christmas week. The outstanding millennium Christmas of 1999 drew guests from 15 countries, including Brazil, Britain, the United States, Canada, Germany, Switzerland, Australia, South Africa, Thailand, Japan and China.

The Windamere Conference Centre, in elegant surroundings, is an ideal location for Board, and senior management meetings. It offers a setting that is private and intimate, where camaraderie comes easily, and people speak as friends. In recent times, the Centre has provided a meeting place for notable Conference, Hotel Windamere in Darjeeling, Darjeeling Resort Reservation.

organizations including blue-chip Indian conglomerates (Board Meetings & Sr. Management Conferences), Foreign Banks (Board Meetings & Regional Conferences), & major International Airlines (Regional Conferences of Sr. Management).

Location : The Darjeeling railway station is 1/2km. from the hotel. Alternatively, visitors may travel by road to Darjeeling, from New Jalpaiguri, by a scenic route. Windamere is situated on historic Observatory Hill where Darjeeling began, 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.