Great Urban Runs When What You’re Really Running From is Yourself

Boston, MA: The Freedom Trail

Boston's historic walk also makes a great run! At 2.5 miles in the heart of downtown, it's a perfect route to help you stop thinking about how all of your friends have already moved to New York or LA while you stay in your unfulfilling administrative assistant job in the second-tier city because of your crippling fear of failure. Look at that dumb tourist family taking pictures of Paul Revere's House—surely you have it better off than them. In case an existential crisis does hit, plan your run to end at the historic bakery Mike's Pastry so you can fill the void with an authentic North End cannoli. You’ve earned it!