The Chapel, built in the “English Gothic style” at a cost of $4,000, was dedicated on July 18, 1877. The initial design was perhaps suggested by James L. Howard of Hartford, later a President of the Chapel Society. The architect was actually George Keller of Hartford. Its initial dimensions were 36 x 60 feet, with a capacity estimated at 300-400 people.
Additional land (a 10 foot right-of-way) to the west of the Chapel was conveyed by deed from Howard Collins and Helen R. Collins.
The Chapel was enlarged by adding the transept to the southwest corner of the nave and rebuilding the chancel, thus creating an estimated capacity of 450. George Keller of Hartford was again the architect.
A second enlargement included extending the transept eastward to create a full south aisle, extending the chancel 25 feet westward and establishing the current dimensions (roughly 90 x 110 feet) with an estimated capacity of 600-750. A second front door and porch were added. The organ and fixed pews were also installed. George Keller again served as architect.
The deed from Edward S. Brewer was recorded, releasing his rights over the 10 foot parcel earlier conveyed by Collins grant.
The organ was rebuilt and enlarged.
The Chapel exterior was remodeled in the Colonial Revival style, and the Gothic steeple was replaced with a cupola.
Special Service of Prayer and Thanksgiving was held to mourn the losses from the Hurricane of September 21, 1938. The Rev. Remsen B. Ogilby, president of Trinity College, Hartford, presided.
In light of the Second World War, Watch Hill volunteers formed the Watch Hill Volunteer Defense Committee, which established support activities, including a Casualty Station, which was located in the Chapel Undercroft.
On Tuesday, August 14, 1945, the end of the Second World War was marked by the defeat of Japan, and on Wednesday morning, a Special Service of Thanksgiving was offered at the Chapel.
Entrance terrace and plantings were installed.
Watch Hill Chapel Prayer Book was published.
A $1.5 million, 3-year Capital Campaign for the restoration and mission of the Chapel was completed, allowing a major restoration to be undertaken, an outreach component established, and the endowment replenished.