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Boston in early October

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My wife and I will be traveling from Vermont to Boston in early October. This will be our first trip there. We are interested in the history trail for sure. A friend once told us to stay somewhere outside Boston and take the subway into the city. Is this good advice? If so, we would appreciate suggestions of places to stay outside of downtown Boston and the best mode of transportation to get to the historical center. (Boston Commons?) Not familiar with the subway system there at all.

Also interested in any other suggestions of things to see and do. Whale watching trips, etc.

We are planning 2-3 days there.

Any help will be appreciated.

Thank you

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