So many of these questions are best answered with a great big "IT DEPENDS". (Not talking about diapers, either.)

Here in MT, my deer herd is in an entirely different habitat now than they will be in July-October. In fact, the spring deer herd is currently 1,000-2,000 feet in elevation and 1-5 miles from where they were in January. They will be furthest "in country" in about September, and closest to the roads in about March, and the distance between extremes, depending (there's that word again) on the individual deer it can be 1/2 mile to 10 miles.

I doubt it's that extreme in MA, but ... it depends. Get to know your local wildlife biologist, he will be able to give you more useful information than all the talking heads on this website combined.