1 Fenway Park Baseball, ballpark experience Day off in April–September, one obligatory overpriced beer, analyzing defensive shifts from the cheap seats. Late spring through early fall Sentimental, loud, deeply irrational; everyone’s uncle thinks he managed here once. High tickets, high concessions Crowded, older park; accessible seating but tight concourses and stairs everywhere—plan extra time. I come for the outfield angles and stay to yell about leaving starters in one inning too long.* 4 Jersey Street, Boston, MA 02215 Boston, MA 2 TD Garden Basketball, hockey, big events Bruins and Celtics games, plus the occasional concert masquerading as cardio from all the stairs. Fall through spring Corporate-chaotic hybrid; jerseys, suits, and youth hockey teams all trying not to spill nachos. High across the board Elevators and accessible seating; long indoor walks, lots of escalators, sensory overload if you’re sensitive. Where I go to watch line changes and late-game ATOs drawn up like the laws of physics don’t apply. 100 Legends Way, Boston, MA 02114 Boston, MA 3 Cask 'n Flagon Boston sports on TV, pre/post Sox Red Sox pregame meet-up, Pats away games, low-stakes midweek baseball on too many screens. Baseball season, plus football Sundays Classic Fenway sports bar; loud, crowded, surprisingly efficient controlled chaos. Moderate food, moderate-to-high drinks Busy on game days; host stand can help with lower-traffic seating, but maneuvering with mobility aids takes patience. This is my film room with fries; sightlines to the TVs are better than some arena upper bowls.* 62 Brookline Avenue, Boston, MA 02215 Boston, MA