The Heritage is good bar nestled in downtown Lenox. Its an old wooden house - not very large (and therefore expect it to be pretty packed on Friday and Saturday nights). They have darts, a pool table, and some arcade games. Its down to earth and has a relaxed atmosphere! A definite where-your-jeans type of place! But be aware they close earlier than most places (around 12:30am -1am - rather than 2am) - so you will be part of the crowd that moves from the Heritage to the Bulls Eye (in Lee) for more drinking!
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