Wings :
Windamere hotel has two wings: The Windamere and Little Windamere

The Windamere
Ada Villa The Windamere wing appeals to guests who like tradition, who would be comfortable in a bygone age, and who want a reminder of how people got on with their lives in old Darjeeling. There are no TVs and telephones in the main house called Ada Villa; and only telephones, by request, in the Annexe. Guests, who choose this wing, prefer to avoid the distractions of modern life for the duration of their stay.

The Little Windamere wing
The Little Windamere wing appeals to people who need to remain in touch with modern life, even while they indulge their love of the past and old things. The residential houses in this wing, Annandale House, and Observatory House, are provided with TVs and telephones. The bathrooms have fittings which were once the property of the Loreto Convent Girls School. These were donated to Windamere Hotel when the Convent closed down its boarding school after 130 memorable years. The Convent is the oldest European school in Darjeeling District, having been founded in 1846. It counts among its many famous former pupils, Vivien Leigh, the actress of "Gone With The Wind" fame.

The 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 Snuggery :
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 conference centre conference room / board room :
Situated on the Mall, Darjeeling's beautiful scenic walk, and overlooking the Chowrasta, the town's famous promenade, the Windamere Conference Centre is an attractive location for meetings of up to 40 people. The Center offers board room and conference facilities, in elegant surroundings. The setting is intimate, camaraderie comes easily, and people speak as friends. The Center is well equipped with modem projection equipment, and computers for E-mail and Internet access.