The highest point in Connecticut, Bear Mountain, not to be confused with New York State's Bear Mountain, is almost 2,316 feet above sea level. It's a good climb for dogs and owners. The return trip along "Paradise Lane Trail" is about 2 miles, but is tricky. If you take the "Undermountain Trail" that will cover a little over 6 miles. There is no admission fee.
You and your pooch can relax together on the lovely patio of this restaurant located in Connecticut's Litchfield Hills. You can choose from offerings like Grilled Pear and Arugula Salad, Salmon Fillet Wasabi, and a wide selection of burgers and sandwiches, including grilled portobello on ciabatta with caramelized onions and aioli. Or take advantage of their Breakfast All Day--we particularly like the Popover Breakfast Platter, served with scrambled eggs, Black Forest Ham or bacon, and preserves to slather on all those scrumptious popovers. Open Monday through Wednesday 8 a.m. to 3 p.m., Friday & Saturday 8 a.m. to 8:30 p.m., and Sunday brunch 11:30 a.m. to 3 p.m.