You might spend a lot of your vacation inside, but if you want to see more of the area, looking at local weather trends is a good idea. The hottest months are usually June and August with an average temp of 66°F, while the coldest months are January and December with an average of 51°F. The rainiest months in Darjeeling are July, June, August, and May, with each month seeing an average of 37 inches of rainfall.