I used to carry multiple licenses, but NH and Maine both went constitutional a few years back, and I think VTs been that way for a while now.

That lets you travel pretty freely without any license at all, everywhere the light touches. What about that shadowy place to the south? That's beyond our borders. You must never go there, Simba.

Honestly, you'll get used to it and either avoid Mass altogether (a great idea for various reasons), or just plan ahead to leave everything at home when you need to travel there. They do finally allow pepper spray now, though, so at least have some sort of defensive option.