
Stops 25 and 26, 710 To 738 Main St:
New Hope Bible Way Church (1799)
At 712 Main Street in Middletown is the New Hope Bible Way Church. The building, which originally stood on the west side of Main Street between College and Court Streets, was built in 1799. It was then the fourth meetinghouse of Middletown’s First Church of Christ, a Congregational society first organized in 1668. The structure has been moved twice. The first time was in 1822, when it was shifted back 8 feet as it was thought to be too close to Main Street. In 1873, after the congregation moved to a new building (the current First Church of Christ on Court Street), the old meetinghouse had its steeple removed and the structure was relocated to its present location. The original rear of the church became the new front facade facing Main Street, to which storefronts were eventually added. For a time, the former church’s audience room was used for meetings of St. Mary’s Total Abstinence and Benevolent Society. Before becoming a church again, the building housed small businesses and apartments.
O’Rourke’s Diner (1946)
O’Rourke’s is a world famous diner in Middletown. Located at 728 Main Street, the diner was built by the Mountain View Diner Company (it was manufactured in 1946 and has the serial no. 223). In 1930 “Pete the Greek” Asvestras moved his lunch wagon here and by the 1940s James Dunn was running Dunn’s Diner on the spot. John O’Rourke purchased Dunn’s Diner in 1941 and soon acquired the Mountain View dining car as his business expanded.The diner, which did not have fire insurance, suffered severe fire damage in 2006 after a hamburger steamer was left on overnight. A fundraising campaign with support from the local community and around the world led to successful renovations and the diner reopened in 2008.
Information From The Greater Middletown Preservation Trust and Historic Buildings of Connecticut
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