I've gone to great lengths lately to update aspects of the house like a new outdoor shower, decking, huge skylight, ductless a/c, Peloton, dedicated reading/work space and a second living space removed from all the action to make this the most comfortable place to recover from the daily grind or to keep grinding away if you really have to.
If staying in isn't all you're looking for you can head to Catamount and snow ski in the winter and try your hand at the Adventure Park in the summer. Like art? How about the Norman Rockwell museum, Mass MoCA, The Clark? Theatre lover? How about Williamstown Theater Festival, Barrington Stage Co, Berkshire Theatre Fest? Dance performance? Jacob's Pillow is nearby. The Hamlet of Hillsdale is a quaint, updated town with local and incredible dining, drinks and shopping. Need a hike? The Appalachian Trail has a few trailheads nearby. Taconic State Park has swimming and hiking available. Did I mention there are distilleries and breweries nearby for tastings and dinner?
Truly, the possibilities are endless!