By 1880, the top of Garrison Hill was jointly owned by Joseph Ham and a young entrepreneur who was cashier at the Cocheco National Bank, Harrison Haley. Haley built, for $1000, a wooden observatory 65 feet high, designed by architect B.D. Stewart, and modeled on a similar structure at Coney Island. Known as “Haley’s and Ham’s Outlook”, the tower was five stories high with a mansard rood and open balconies on every floor. A 10 cent admission was charged to climb to the top where Haley had installed a telescope through which the public could see Mount Washington, ninety miles away. Over 6000 tickets were sold the first year. The observatory also had a small 25 square foot restaurant in the base where light lunches and cold drinks could be purchased. The top of the hill was landscaped with hiking trails and a six acre picnic grove and a roller skating rink with removable sides. Young Dover men came in droves to play in the roller hockey league games at the rink. Haley also had plans to install a 102 foot high toboggan run that would extend 2000-3000 feet down the hill, but this project never materialized.
In 1882, Harrison Haley incorporated the Dover Horse Railroad Company with $20,000 borrowed from local investors. Four cars, two open-air and two closed, were teamed with fourteen horses to carry passengers along a 2.39 mile route from Sawyer’s Bridge to Garrison Hill, Each car could carry from 26-30 passengers who road on 110 tons of wrought iron rails. Trolleys ran every thirty minutes and the fare was six cents. Over 5000 tickets were sold each week.
In 1888, Haley sold out his shares of the railroad and Mrs. Mary Edna Hill Gray Dow became president. She immediately made national news as the first woman president of a railway company.
From the1986 Heritage Walking Tour booklet
Harrison Haley’s house has been torn down. The Wentworth Douglass Hospital now stands where the house was located.