Before the days of Route 2 and Marlborough Road, there used to be two ways to get to Marlborough from Glastonbury. One was to use the toll road, known as New London Turnpike. The other was Windham Road, which has since been abandoned.

Windham Road ran from Diamond Lake Road/Goodale Hill Road to West Road in Marlborough. Part of the road is still used with a pair of houses on it but the only access is from Marlborough, making the properties pseudo-exclaves of Glastonbury.

The town voted to abandon Windham Road in 1972 along with nine other roads. According to the Hartford Courant, “One man who lives on the road, Alexander J. Zihrup, said it was impassable and should be abandoned.” One man objected to the proposed abandonment because he owned property along the road to which then-town manager Donald Peach replied that Marlborough Road was designated a major artery “before Route 2 and Marlborough Road were there to provide access to Marlborough.” (Hartford Courant).

In its current state, the road has suffered washouts in multiple spots and seems to collect a lot of water on it. From the north end, it heads into the Meshomasic State Forest before climbing up into the Glastonbury Hills. For a short point, the Shenipsit Trail goes down the road. There are no known ruins of homes along the road.

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