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The Darjeeling area is cooler than most of India because it is higher. This means that it is quite cold in January/February, but starts warming around late February. The very best weather is in October to December. The January group gets the best festivals! Travelling in the main part of India can get hot in May to June (up to 480C!) and wet during the monsoon (late June to September).
Diwali (Festivals of Lights) is moveable but usually in October/November. There are many Lepcha festivals in the spring and Holi (festival of colour) is in February/March.
If you need a doctor go to Kalimpong. If you need a proper hospital there is a good nursing home in Siliguri. Tendup will help arrange it all.
India is not expensive unless you fly a lot or stay in smart hotels. Backpackers can live quite well for about £20 a day, and travel by train is cheap.
You will have a short walk to the nearest road, and then it is about 2.5 hours in a jeep to the nearest town, Kalimpong. In Kalimpong are emails, ATMs, doctors and some western food outlets.
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