This is a very easy mountain to climb for relatively minimal effort, even in winter (we went on 12/11/13). My 64 and 70-year old parents and I hiked from the parking area on Prosper Rd up Prosper Trail, to a short section of North Ridge Loop, past the Pogue (a small lake) to Mount Tom Road and up to the South Peak of Mt. Tom. It had just snowed a bit that morning and the light fluffy snow was fine for walking through with regular hiking boots. Many of the trails are old carriage roads that wind around and up the slope at a very easy grade. The scenery was breathtaking and you can easily spend several hours here exploring. The view from the south peak was impressive. There are other options for steeper hikes, and the trail signs are well marked with the varying difficulty levels: easy, moderate, etc.
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