Not that you needed, but here is one more reason to make your way to Trillum (Canton, Massachusetts).
Trillium has resurrected its 2019 collaboration, Observing Reason. Brewed with Bottle Logic Brewing, this beer starts as a huge Imperial Stout brewed with Madagascar vanilla beans.
Leave it to Trillium to find ways to improve on a fantastic beer. A portion of the original batch is aged in select rum and bourbon barrels for 14 months. Finally, it is conditioned on even more select vanilla beans, injecting even more flavor into this beer.
Barrel-Aged Observing Reason definitely has strong flavors, which means when pairing food with it, you need flavors that can stand up.
I lean towards the dessert course, where I can see a raspberry cheesecake providing the perfect combination of sweetness from the cake itself and acidity from the raspberry to provide a bit of balance. While finding a cheese maybe a bit more difficult, I would say choose a cheese like Parmesan or Pecorino. Both have a flavor that won’t clash with the beer yet will complement the bourbon barrel notes.