Hi Radhika, With the rains, Matheran can be a bit challenging but as we're transitioning to Winters now, the cooler weather is perfect for sight seeing. Whenever you visit Matheran, do make sure that you visit Sunset point, Charlotte Lake and Malang Point. Being well connected to Pune through roads, you'll not face any issues travelling as well. You can also choose trains like Sahyadri express to reach Matheran from Pune. Here is an experience that can help you plan your trip better: https://www.tripoto.com/maharashtra/trips/matheran-hill-station-maharashtra
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