Fairfield can be broken down into several distinct districts. The Old Post Road area was established as a Fairfield settlement by Roger Ludlow in 1639. Ludlow set aside space for public use. The Old Town Hall and Independence Hall area form the seat of the local government offices. Southport, an area of Fairfield, retains the ambience of a colonial village with narrow streets, slate slab sidewalks and rolling lawns. Southport became a bustling seaport in the 1800s and today is one of three historic districts in Fairfield. The Greenfield Hill Historic District includes the Bronson Windmill and the Greenfield Hill Post Office in the Greenfield Hill Village Center. The season's highlight is the Dogwood Festival, with miles of roadways lined with springtime dogwoods in bloom, and an old fashioned church fair.
The Fairfield Historical Society Museum and its members play a key role in retaining the city's heritage. The Museum offers a full range of activities from the Memorial Day parade to holiday tree lighting on Old Town Hall Green. It oversees the Ogden House, an exceptional example of a 1750 saltbox farmhouse with herb gardens and native wildflower walk, and the Burr Homestead. There are many well-preserved, older homes along the Old Post Road.
Sixteen local public schools serve the educational needs of students throughout Fairfield including 11 elementary schools, 3 middle schools, and 2 high schools. Additionally, several private primary and secondary schools are located throughout the area for those who would like to send their children to learn in a faith-based environment. Broadening the educational and cultural base of the community are three universities with graduate schools: Fairfield University, Sacred Heart University and nearby University of Bridgeport. The Bridgeport Engineering Institute is located within the Fairfield University complex.
Five miles of shoreline mark Fairfield's southern border. There are five beaches and two marinas. The Penfield Pavilion, owned by the town, contains changing rooms, cabanas, a lounge and dining room along 800 feet of sandy beach. Unique to Fairfield are the miles of houses along the beach. Once summer homes, many have been renovated to take advantage of the beach and marvelous views.
There are over 70 acres of town-owned land in the shore areas and over 450 acres of parkland throughout the town. The South Benson Boat basin is a marina with approximately 700 boats. There is also a sailboat rack at S. Benson Beach, as well as the Sandcastle playground.
The Firehouse Deli, located in the center of town, is one of the many restaurants in Fairfield's active dining scene. Opposite is the Sherman green with Gazebo, where during the summer residents enjoy outdoor evening concerts.
Today, Fairfield is a thriving community with a population that is extremely diverse, reflecting the different geographic and ethnic backgrounds of its people. Yet, despite the many changes of the last few years, it is possible today to still examine the history of the people who have lived within Fairfield's bounds during the last 400 years.
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