I left work and drove down to Renee’s Way in Madison; there is a parking area there with access to the Rockland Preserve, which has connecting trails to the Mattabesett Trail. A few weeks ago, I submitted a request to the Madison Park and Rec department for a tent platform reservation on Rockland Preserve. If you don’t get a reservation, you don’t have permission to park overnight in the lot and can be towed.
Start: Rockland Preserve, Madison, Mattabesett Trail
End: Chittenden Park, Guilford, Menunkatuck Trail
Mileage: 16.7 (+0.8 for side trail to town green)
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| Fields of East River Preserve |
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| View of a Long Island Sound inlet from Clapboard Hill Road |
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| Henry Whitfield Museum |
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| I do believe this was the first time I ever followed a blazed trail up and over rail road tracks via a pedestrian bridge… |
Along the way, I walked by what appeared to be a space-age condominium complex.
It was a good idea for me to bring double the amount of water I usually would require. I encountered a very stagnant pond (with things enthusiastically growing on the surface), a brackish river, and saw one pond with decent water, though it was a few tenths of a mile off trail. Thankfully, the last ~3 miles were all road walking and I stopped at a gas station for drinks.
And just like that, I’ve hiked from Long Island Sound to the CT-MA border using only Blue Trails. With only a few more hikes, I’ll complete a Blue Trails hike from Long Island Sound up to Mt Monadnock.











