Seriously, we were quite cold. Hubby was raised in Chicago and he agreed it was far too cold for enjoying it as we would have wished. Of course weather changes year to year, but we had our thoughts of beautiful fall leaves and got the frozen and windy tundra 😂 I would suggest at least bringing some cold weather wear Icoat/ sweatshirts/etc) just in case if you are going in October. You will be okay in NY and MA, but as you get to Maine and up the chill gets pretty heavy. You will have a great time I am sure!