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Hiking in New England can be a battle. Sometimes (okay, often) you have to travel to find a hike with some elevation and scenic views. Getting above the tree line and a view besides a forest of oaks can often be tricky. Located about an hour and a half from home, this hike was a relatively easy drive and day trip for a great workout, beautiful views, and a chance to take Olive out on a hike. Dog-friendly, a ton of local breweries, and easy access and from what I hear one of the best day hikes in Massachusetts. Let's talk Mount Tom.