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221+ Things-to-Do In and Around Sherman, New Milford & New Fairfield Connecticut


The foundation for this guide arose over the course of friends — both short and long-term residents of the town, others born here, while still others occasional weekenders — talking with enthusiasm about recent experiences. The breadth of what people pursued, the gusto for what they experienced, and the thought that everyone began and ended their day’s leisure experience in the area was exhilarating.    


As we began to compare the lists of arousing interests, this guidebook unfolded. The listings are in approximate distance order and we include the website and an address for GPS for each suggestion. All of the locations can be a round trip without an overnight stay and most are within a 60-minute drive or less.


By design it is not an all-inclusive phone book listing for each of its categories. For instance, we identify some restaurants that are out-of-the-way places that might take a few years to uncover on your own. They are casual for the most part and serve a really trustworthy menu, quite respectable but friendly to the wallet. There are a few special restaurants listed that carry a higher fare.


The hiking trails we highlight will supply miles of opportunity across all types of terrain, for all seasons. Some trails you’ll know, but many others are hidden in plain sight. Likewise, the shopping suggestions will assist you keeping that special someone busy uncovering new needs. I’ll suggest that this compilation of 221+ Things-to-Do In and Around Sherman, New Milford & New Fairfield Connecticut will offer you many months’ worth of surprises.

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