There aren't many nicer roads to ride than the well-maintained, hilly and winding roads of southwest Connecticut, lined with beautifully landscaped, over-the-top 5,000 sqf homes and tax-dodge horse farms. This ride covers 73 miles of them! It's like riding a roller coaster without rails through an episode of Lifestyles of the Rich and Famous.
We'll take the South County Trail north and do some climbing in Westchester on Payne, Whippoorwill and around Byram Lake before entering Connecticut.
Rest breaks at 24-, 55-, 79-, and either 87- or 107-mile marks (or all of them,... more