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Drinking a beer in all 351 massachusetts towns. Need help with landmarks

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Hey guys. I am drinking a beer (sam adams) in all 351 towns in Mass and raising money for childrens cancer. I am looking for fun places to hit along the way. To my surprise there are about 70 towns in Mass that do not have a restaurant or bar. So i will have to improvise on those towns (mostly western part of the state).. Those towns I am looking for a fun place to drink a beer. For example tomorrow I will be in Plympton where there are tons of sheep. I will be drinking a beer next to a sheep on someones property. If anyone has any good ideas for towns I will greatly appreciate it. My journey starts tomorrow. Won't be easy. Have to average a beer per day. Should be a fun way to see the state.

My Twitter is @351SamChallenge
Also opening a FB account tonight if you feel like following

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