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The Fells and Blue Hills are the closest thing to "hiking" in eastern MA, and both are generally unbearable. There are interesting (but not mountainous) long trails on the cape. Greylock is the tallest mountain in the state and it's barely worth the loop trail if you're in Adams.
Go to the Whites in NH as previously mentioned, or the ADK High Peaks.
Also you could just google this shit jesus god. Le ebin zoomer memes in this thread aren't far off.
