Fairfield County is a county in the southwestern corner of the U.S. state of Connecticut. It is the most populous county in the state and was also its fastest-growing from 2010 to 2020. As of the 2020 census, the county's population was 957,419, representing 26.6% of Connecticut's overall population. The closest to the center of the New York metropolitan area, the county contains four of the state's top 7 largest cities—Bridgeport (1st), Stamford (2nd), Norwalk (6th), and Danbury (7th)—whose combined population of 433,368 is nearly half the county's total population.
The Saugatuck River is a 23.7-mile-long (38.1 km) river in southwestern Connecticut in the United States. It drains part of suburban and rural Fairfield County west of Bridgeport, emptying into Long Island Sound.
Route 15 is a state highway in the U.S. state of Connecticut that runs 83.53 miles (134.43 km) from a connection with New York's Hutchinson River Parkway in Greenwich, Connecticut, to its northern terminus intersecting with Interstate 84 (I-84) in East Hartford, Connecticut. Route 15 consists of four distinct sections: the Merritt Parkway, the Wilbur Cross Parkway, most of the Berlin Turnpike, and part of the Wilbur Cross Highway. The unified designation was applied to these separate highways in 1948 to provide a continuous through route from New York to Massachusetts. The parkway section of Route 15 is often referred to locally as "The Merritt".
The Connecticut Turnpike is a freeway and former toll road in the U.S. state of Connecticut; it is maintained by the Connecticut Department of Transportation (ConnDOT). Spanning approximately 128 miles (206 km) along a generally west–east axis, its roadbed is shared with Interstate 95 (I-95) for 88 miles (142 km) from the New York state border in Greenwich to East Lyme; I-395 for 36 miles (58 km) from East Lyme to Plainfield; and SR 695 for four miles (6.4 km) from Plainfield to the Rhode Island state line at U.S. Route 6 (US 6) in Killingly. The turnpike briefly runs concurrently with US 1 from Old Saybrook to Old Lyme and Route 2A from Montville to Norwich.
Interstate 95 (I-95) is the main north–south Interstate Highway on the East Coast of the United States, running in a general east–west compass direction for 111.57 miles (179.55 km) in Connecticut, from the New York state line to the Rhode Island state line. I-95 from Greenwich to East Lyme is part of the Connecticut Turnpike, during which it passes through the major cities of Stamford, Bridgeport, and New Haven. After leaving the turnpike in East Lyme, I-95 is known as the Jewish War Veterans Memorial Highway and passes through New London, Groton, and Mystic, before exiting the state through North Stonington at the Rhode Island border.
Route 25 is a 28.59-mile (46.01 km), primary state highway connecting the city of Bridgeport and the town of Brookfield in the U.S. state of Connecticut. Route 25 is a six-lane freeway from Bridgeport to northern Trumbull and a two-lane surface road the rest of the way to Brookfield.
Route 58 is a primary state highway in the U.S. state of Connecticut connecting the towns of Fairfield and Bethel. Route 58 is 18.58 miles (29.90 km) long and is one of the primary routes to the downtown Danbury area via Routes 302 and 53.
Route 53 is a state highway in the U.S. state of Connecticut, connecting the cities of Norwalk and Danbury. Most of the route has been made redundant by U.S. Route 7, except for the last section from Bethel to Danbury, which is part of a direct route from the Bridgeport area to Danbury.
New York State Route 343 (NY 343) is a state highway located entirely within central Dutchess County, in the Hudson Valley region of the U.S. state of New York. It runs east–west from the intersection of NY 82 in the village of Millbrook to the town of Amenia, where it crosses the Connecticut state line and continues eastward as Route 343, a Connecticut state highway located entirely within the town of Sharon. Along the way, it has a 7.3-mile (11.7 km) concurrency with NY 22 from vicinity of the hamlet of Dover Plains to the hamlet of Amenia.
Route 57 is a secondary state highway in western Connecticut serving as the "Main Street" of and connecting the towns of Westport and Weston. The road continues north through Redding to end at US 7 just after crossing into Wilton, in the neighborhood of Georgetown.
Route 37 is a north–south state highway in Connecticut running for 18.66 miles (30.03 km) from I-84, Route 39 and Route 53 in Danbury, through New Fairfield, to U.S. Route 7 in New Milford. The northernmost section between the town centers of Sherman and New Milford was once part of an early toll road known as the New Milford and Sherman Turnpike chartered in 1818.
Route 59 is a north–south state highway in Connecticut, running from Bridgeport to Monroe. Between Bridgeport and Easton, Route 59 used to be the Stratfield and Weston Turnpike, which operated from 1797 to 1886. Modern Route 59 was designated along the turnpike route in 1932 with a northward extension to the Upper Stepney section of Monroe.
Route 108 in the U.S. state of Connecticut, locally called Nichols Avenue and Huntington Turnpike, is a two-lane state highway that runs northerly from US 1, Boston Post Road in Stratford, through Trumbull, to Route 110 in downtown Shelton. Originally called the Farm Highway, it was laid out to the south side of Mischa Hill in Trumbull on December 7, 1696 and is considered to be the third oldest documented highway in Connecticut after the Mohegan Road in Norwich (1670) and the Boston Post Road or US 1 (1673).
Route 123 is a secondary state highway in southwestern Connecticut from Norwalk to the New York state line near the town of Lewisboro.
Route 106 is a state highway in southwestern Connecticut, running from Stamford to Wilton.
Route 107 is a state highway in southwestern Connecticut, connecting the village of Georgetown to the town center of Redding.
Route 111 is a state highway in southwestern Connecticut, United States, running from the Merritt Parkway (Route 15) in Trumbull to Route 34 in Monroe. The junction with the Merritt Parkway is currently the only single-point urban interchange (SPUI) in the entire state.
Route 195 is a state highway in northeastern Connecticut, running from the Willimantic section of Windham to the town center of Tolland via Storrs and Mansfield Center. The road is the main thoroughfare to access the main campus of the University of Connecticut.
Route 197 is a 14.17-mile-long (22.80 km) state highway in northeastern Connecticut and southern Massachusetts, running from Union, Connecticut, to Dudley, Massachusetts. The Connecticut section is signed as an east–west route, while the Massachusetts section is signed north–south.
The Gold Coast, also known as Lower Fairfield County or Southwestern Connecticut, is an affluent part of Western Connecticut that includes the entire southern portion of Fairfield County as defined by the U.S. Census Bureau, Super-Public Use Microdata Area (Super-PUMA) Region 09600. The area is about 50 miles (80 km) northeast of New York City, and is home to many wealthy Manhattan business executives. Parts of the region are served by the Western Connecticut Council of Governments.
US 1 in Darien 
I-95 / Route 33 in Westport 
Route 59 in Easton 
