Where Should I Retire?: We want to retire in ‘an area like the Berkshires, but warmer’ — where should we go? No Comments Uncategorized The search for ‘an upscale retirement area with lots of hiking, biking, great restaurants and culture.’ The search for ‘an upscale retirement area with lots of hiking, biking, great restaurants and culture.’ Share this:Click to share on Twitter (Opens in new window)Click to share on Facebook (Opens in new window)Click to print (Opens in new window)Click to share on LinkedIn (Opens in new window)Click to share on Tumblr (Opens in new window)Click to share on Reddit (Opens in new window)Click to share on Pinterest (Opens in new window)Click to share on WhatsApp (Opens in new window)