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Heroes Tunnel (formerly West Rock Tunnel) is a 1,200-foot-long (370 m), twin-tube tunnel carrying Route 15 (Wilbur Cross Parkway) through West Rock Ridge in New Haven, Connecticut, opened in 1949. It is the only highway tunnel to pass beneath a natural land feature in New England, although there are other types of vehicular tunnels in the region.The tunnel was originally named for the mountain through which it passes, but it was renamed Heroes Tunnel in 2003 to honor "heroes of all kinds" in the post-September 11 era. In 2015, the State of Connecticut approved $200 million to fix and expand the tunnel.

West Rock Ridge State Park is a public recreation area located in New Haven, Hamden, and Woodbridge, Connecticut. The state park is named for the 400-to-700-foot (120 to 210 m) trap rock West Rock Ridge, which is part of the Metacomet Ridge extending from Long Island Sound to the Vermont border. The park's 7 miles (11 km) of open west-facing cliffs offer vistas encompassing Metropolitan New Haven and suburban towns to the west. The park includes Judges Cave, a colonial era historic site; Lake Wintergreen; and the 7-mile (11 km) Regicides Trail, part of the Connecticut Forest and Park Association's Blue Trail system. The park is part of a larger area of protected open space including state, municipal, and non-profit owned land.

The Darling House Museum is a historic house museum at 1907 Litchfield Turnpike in Woodbridge, Connecticut, and is owned and operated by the Amity & Woodbridge Historical Society. The house is open by appointment and during special events. In the early 1770s, Thomas Darling hired Abiel Gray of West Hartford, Connecticut, to build a new home in Amity Parish, outside of New Haven. Gray took two years (1772–1774) to finish the project. The house has a gambrel roof, is built on a central hall plan and has some unusual features. Paneling and woodwork in the hallway and front rooms are richly detailed under 9-foot, 3-inch ceilings. The influence of 18th-century New York is suggested by the imported tiles of Biblical scenes over one fireplace.Much of the furniture and many items in the home were owned by the Darling family, which owned the house and surrounding land until 1973, when the property was sold to the town of Woodbridge and the Amity & Woodbridge Historical Society began caring for the structure. The property includes a large 18th-century barn, a 19th-century horse barn, a carriage shed, a chicken coop, a pig house, and a 19th-century privy. The town maintains several fields near the house, and some easy walking trails skirt the base of West Rock. The Society has a large collection of farm implements on display in the horse barn. Quilts, linens, and period clothing are also displayed in the house.

Amity is a residential and commercial neighborhood of the city of New Haven, Connecticut, United States. It is bounded on the northeast by West Rock Ridge, on the south by the Westville neighborhood of New Haven, and on the northwest by the Flats in the town of Woodbridge, Connecticut. The official New Haven neighborhood planning maps include the traditionally separate neighborhoods of West Hills (vicinity of Valley Street) and Beverly Hills (area between Whalley Avenue and Fountain Street) within the Amity neighborhood. The neighborhood lies in the glacier-carved valley of the West River. The river flows in a southerly direction, bisecting the neighborhood. Three primary routes serve Amity: Route 15, also known as the Wilbur Cross Parkway, a limited access highway which has a full interchange numbered as Exit 59 in the neighborhood. Route 63 (Amity Road), which runs northwest–southeast, starting in Amity. Route 69 (Whalley Avenue), originating in Amity and running north–south parallel to the western flank of West Rock Ridge.Located near Amity is the western outlet of the Heroes Tunnel, a twin tunnel which carries the Wilbur Cross Parkway through approximately 1,200 feet (370 m) of solid traprock beneath West Rock Ridge. It is the only tunnel on a limited-access highway in the state of Connecticut. The southbound roadway on the Wilbur Cross Parkway ascends sharply when exiting from the Heroes Tunnel, climbing over 250 feet (76 m) in less than 2 miles (3.2 km), the steepest inclination on any limited-access highway in the State of Connecticut. When travelling northbound on the Wilbur Cross Parkway approaching toward Exit 59, the roadway descends sharply into the valley, offering a scenic vista of the West Rock Ridge, the twin tubes of the Heroes Tunnel, the City of New Haven to the south, and the glacial valley which opens to the north. Amity is home to its namesake Amity Shopping Center, and is located approximately 2 miles (3.2 km) southeast of Amity Regional High School, which serves the neighboring towns of Woodbridge, Bethany, and Orange, Connecticut.

West Rock is a neighborhood of the city of New Haven, Connecticut. The neighborhood is dominated by the southern end of West Rock Ridge State Park. It also contains the campus of Southern Connecticut State University and Common Ground High School. The north end of the official neighborhood contains the Brookside neighborhood. The public housing in the neighborhood has been redeveloped in recent years, after dilapidation and neglect, under the Federal HOPE VI program. These include Brookside, Rockview and Ribicoff (now Twin Brook).For many years, the community was separated from neighboring Hamden, Connecticut by a chain link fence on the Hamden side of the border. The fence was a source of much political and racial conflict between the two municipalities. The neighboring communities and road network are now reconnected.

The James Alexis Darling House is a historic house at 1932 Litchfield Turnpike (Connecticut Route 69) in Woodbridge, Connecticut. Built in 1842 for a grandson of Thomas Darling (whose house stands nearby), it is a good example of a rural Greek Revival farmhouse. Although built with the latest exterior styling, its construction style harkens back to 18th-century building practices. James Alexis Darling worked in the family mercantile business and moved to Woodbridge to oversee his grandfather's farm.The house was listed on the National Register of Historic Places in 2020.

The Bi-Cultural Hebrew Academy of Connecticut is an independent Jewish K-12 school located in Stamford, Connecticut. The Jewish High School of Connecticut (JHSC) in Stamford, in the fall of 2018, merged with the Bi-Cultural Day School to become the Upper School for the Bi-Cultural Hebrew Academy of Connecticut.

Westville is a neighborhood of the city of New Haven, Connecticut. The area is positively reviewed for its walkability, diverse population, and livability. It is more expensive than the average American city, has lower crime rates, and graduates children from high school at rates above the national average.

Regicides Trail is a Blue-Blazed hiking trail, about 7 miles (11 km) long, roughly following the edge of a diabase, or traprock, cliff northwest of New Haven, Connecticut. It is named for two regicides, Edward Whalley and his son-in-law William Goffe, who signed the death warrant of King Charles I of England. Upon the restoration of Charles II to the throne and the persecution of the regicides, the pair hid in Judges Cave near the south end of the trail in 1660. The Regicides is widely known to be one of the most technical trails within the CT Blue-Blazed trail system.

The Flats is a neighborhood located in the southeastern end of Woodbridge, Connecticut, in the West River valley area that runs between the hilly western part of town and the rock formation known as West Rock. The West River valley continues into the city of New Haven. The Flats is bounded on the northeast by West Rock Ridge, on the south by the Amity neighborhood of New Haven, and on the northwest by an incline in elevation above which lies the highlands of Woodbridge. This region was called “Shushuck” by Native Americans. The Flats is Woodbridge's main commercial section, with mixed-use residential, recreational and retail zoning. CT Route 63 and CT Route 69 are the primary roads in this neighborhood, which form major north–south arterials between New Haven and northern towns like Bethany and the Naugatuck River Valley region beyond. CT Route 15/The Wilbur Cross Parkway runs east-west through The Flats to intersect with CT-63 and CT-69.

The New England Cement Company Kiln and Quarry are a historic archaeological industrial site in Woodbridge, Connecticut. Located on and near a ridge paralleling Litchfield Turnpike, the site includes two components: a stone kiln used for processing cement, and a hand-dug quarry from which limestone used in the cement manufacture was taken. The site has an industrial history dating to 1847; the kiln, which survives in deteriorated condition, dates to 1874.A modern account of the demise of this business states there is "evidence of a nineteenth century scam" in which investors lost money. According to a 2013 article in The New York Times,"The concept was simple, toss local rock into the large stone furnace and wait until it melts. Then out comes fine cement. In this case the local bedrock proved unusable and produced an inferior product. Speculation is that the first batch was hauled into New Haven and dumped into the harbor more than 100 years ago." However this is contradicted by a more contemporaneous account by U.S. Congressman Nehemiah D. Sperry as recounted in a local newspaper's coverage of his 1895 trip through this area where he grew up. Sperry said, "And here we are opposite the dam. Just over there on the hillside are the ruins of the old cement kiln, where twenty-five years ago they made cement from the rocks that are so abundant around it. It was good cement, but the business failed and was killed because cement was a cheap article and because it took off all the profits to cart the stuff to New Haven. Perhaps some day an electric road will come by here and then the business might be profitably worked."The site was listed on the National Register of Historic Places in 2001.

The Old West Haven High School is a historic former school building at 278 Main Street in West Haven, Connecticut. Built in 1926 during a period of rapid population growth, it served the city as a high school and then junior high school until 1983. It was designed by New Haven architect Roy Foote, and is a prominent local example of Classical Revival architecture. It was listed on the National Register of Historic Places. It now houses residences.