No single website comes to mind for me... Berkshire county covers a lot of territory, with many diverse towns. Are you looking for a small town, a larger community or a rural area? If you narrow your search down a a specific area you can usually check most of the vital statistics for a town through their websites, which often include links for cost of living info, crime statistics and school information. As far as the climate goes, Western Massachusetts tends to fall somewhere between Zones 4 and 5, depending on the immediate area- higher elevations or especially windy spots tend to be cooler, of course.
Four Columns Realty
NH & MA Sales Associate