Bedford Building (1923)

From as early as 1799 through the 1920s a hotel stood at the corner of Main Street, Church Lane and State Street/Post Road East in Westport. In 1923 the old Westport Hotel was replaced by a large Tudor Revival-style structure donated by Edward T. Bedford (1849-1931) to serve as the town’s first Y.M.C.A. building. Bedford, who grew up in Westport in modest circumstances and eventually became an executive of Standard Oil, remembered in his youth standing outside the windows of the hotel, watching a game of pool or billiards, but being unable to enter on account of the hotel’s saloon. Years later he wanted to donate a place where local boys and young men could congregate safely. The Bedford Building remained the home of the Y.M.C.A. for ninety years, eventually expanding to occupy space in the adjoining firehouse as well, until it moved to a new facility in 2014. Its original home was then transformed to became part of a substantial new mixed-use development (retail, dining and residential) called Bedford Square. The historic Tudor Revival facade was maintained, but the rear and basements of the property were significantly altered. Later 1977 additions to the Y.M.C.A. were replaced with historically sensitive new construction. Anthropologie & Co. moved in as the anchor tenant for the 40,000-square-foot Bedford Building.

Fine Arts Theater (1916)

The Fine Arts Theater in Westport was built in 1916 by business partners Morris Epstein and Robert Joselovsky (Joseloff) next to the old Town Hall on the site where Petrie’s Ice Cream Parlor had stood until 1910. It began as a single screen movie theater, with a second screen being added later. Known as Fine Arts 1 & 2, they were later joined by Fine Arts 3 (located to the rear) and Fine Arts 4 (located down the road). The building‘s Colonial Revival facade was added during a renovation in 1940. The theater closed in 1999 and the building was remodeled as a retail space, first a branch of Restoration Hardware and now a Barnes & Noble.

Greens Farms Church (1853)

In 1711, settlers in the district of Greens Farms (then the West Parish of Fairfield and now part of Westport) were permitted by Connecticut General Court to form their own Congregational Society. By 1720, the congregation had completed a meeting house at the foot of Morningside Drive and Greens Farms Road. The community grew rapidly and a larger meeting house was needed. It was erected in 1738 at the corner of Green’s Farms Road and the Sherwood Island Connector, opposite the Colonial Burial Ground. This building was burned by a British raiding party in 1779 during the Revolutionary War. The congregation’s third meeting house was completed in 1781 on Hillandale Road. It was replaced by the current Green’s Farms Church, a Greek Revival-style building, in 1853. The Parish of Greens Farms was annexed by the Town of Westport in 1842.

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Jesup House (1810)

At the beginning of the nineteenth century, Ebenezer Jesup (1767-1851) was a resident of the Green’s Farms section of what is now the Town of Westport. Jesup was a grain dealer whose ships traded with Boston and other ports. Because his wharf and warehouses were along the Saugatuck River, he decided to build a home closer to his place of business. About 1807-1810, he erected a house that was considered to be the finest mansion in Fairfield County at the time. The community of Saugatuck would continue to develop, becoming the commercial center of Westport, which was incorporated as a town in 1835. In 1884, Ebenezer’s grandson, Morris K. Jesup (1830-1908), gave the house and eight acres of land to the Saugatuck Congregational Church, which was then located across the Post Road. He stipulated that the property was to be used as a parsonage and site of a future meeting house. In 1950, the Saugatuck Congregational Church’s meeting house, originally built in 1832, was moved onto the donated Jesup property. The Jesup (or Jessup) House, still used by the congregation today, is considered a great example of Federal style architecture. The house was photographed in the 1930s for the Historic American Buildings Survey. Photographs and measured drawings can also be found in The Architectural Forum, Vol. 33, No. 6 (December, 1920).

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Saugatuck Congregational Church (1832)

The Town of Westport was incorporated in 1835, separating from the Town of Fairfield and taking land from the neighboring towns of Weston and Norwalk. The new town included the village of Saugatuck, which had developed as a prosperous shipping port. The Congregational Church in Saugatuck was erected in 1832 on a commanding site on the south side of the Post Road. The church was enlarged in 1857 to accommodate a growing congregation. Substantial growth in the early twentieth century led to the decision to move the church building to the other side of the Post Road, to a property of eight acres that Morris K. Jesup had donated in 1884. The move took place in 1950 and brought the building to its current location at 245 Post Road East. A new addition to house church school classrooms, offices, and other additional space, was erected in 1954-1956. On the night of Sunday, November 21, 2011, a devastating fire gutted much of the building, but the sanctuary was spared the most severe damage and the steeple remained standing. An intensive 2½ year effort of rebuilding and restoration resulted in the rededication of the church on March 8, 2015.

National Hall (1873)

National Hall

On the west bank of the Saugatuck River in Westport, at 2 Post Road West, is the National Hall Building. It was built in 1873 to house the First National Bank of Westport, two stores and a meeting hall called National Hall. The building was constructed at a time when the west bank of the river was Westport’s commercial and social hub and it represents the town’s growing prosperity after the Civil War. Horace Staples, a prominent Westport businessman and president of the bank was the driving force behind its construction. Various businesses have used the building over the years, including the Fairfield Furniture store and a luxury hotel, the recently closed Inn at National Hall, where President Bill Clinton once stayed. Today it is home to Vespa Italian Restaurant.

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