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A legendary Fenway hangout, the Cask is housed on a busy corner in the shadow of the Green Monster. Multi-generational groups of Sox fans pack the sprawling interior alongside fair-weather college kids and curious out-of-towners. Upscale bar snacks share table space with classic fried treats, and a lengthy beer list ensures there’s something for every taste. During the warmer-weather months, the sidewalk patio is a must for people-watching before or after a game.