Chesapeake Arboretum

Greenbrier Christian Academy (GCA) is a private Christian school located in the Greenbrier section of Chesapeake, Virginia. It was founded in 1983.

Chesapeake Regional Medical Center (CRMC) is a hospital accredited by the Joint Commission with an advanced certification as a primary stroke center.

Oak Grove United Methodist Church is located in Chesapeake, Virginia, and is known as "the mother of all Methodist congregations in Hampton Roads". It has helped found four other Methodist churches in the area: Community United Methodist, Great Bridge United Methodist, Messiah United Methodist, and Oaklette United Methodist It is located on the corner of North Battlefield and Great Bridge boulevards, and was the fourth Methodist church established in the Northampton County. The church's history dates back to the 1700s, and since then the church has established a wide variety of ministries and has been declared a historical structure. The church follows Methodism, a movement started by John Wesley in an effort to reform the Church of England from within.

Oscar F. Smith High School (also known as Smith High or OSHS) is a public high school with an enrollment of approximately 2,200 students in grades 9-12. The school is located on a 43-acre (170,000 m2) campus in the Greenbrier West area of the city of Chesapeake, Virginia, United States.

The Great Bridge Bridge is a double-leaf rolling bascule drawbridge that carries Battlefield Blvd (State Route 168 Business) across the Atlantic Intracoastal Waterway in Chesapeake, Virginia. It was constructed in 2004 by the Army Corps of Engineers and operated by the City of Chesapeake. It has a mean daily traffic of 35,000 vehicles. The current bridge cost $46 million. In September 2018 a lightning strike disable the bridge's electronics, requiring manual operation. Normally the bridge opens automatically, on the hour, from 6 am to 7 pm. Vessels can request an opening from 7 pm to 6 am.

The Battle of Great Bridge was fought December 9, 1775, in the area of Great Bridge, Virginia, early in the American Revolutionary War. The victory by colonial Virginia militia forces led to the departure of Royal Governor Lord Dunmore and any remaining vestiges of British power over the Colony of Virginia during the early days of the conflict. Following increasing political and military tensions in early 1775, both Dunmore and colonial rebel leaders recruited troops and engaged in a struggle for available military supplies. The struggle eventually focused on Norfolk, where Dunmore had taken refuge aboard a Royal Navy vessel. Dunmore's forces had fortified one side of a critical river crossing south of Norfolk at Great Bridge, while rebel forces had occupied the other side. In an attempt to break up the rebel gathering, Dunmore ordered an attack across the bridge, which was decisively repulsed. Colonel William Woodford, the Virginia militia commander at the battle, described it as "a second Bunker's Hill affair".Shortly thereafter, Norfolk, at the time a Loyalist center, was abandoned by Dunmore and the Tories, who fled to navy ships in the harbor. Rebel-occupied Norfolk was destroyed on January 1, 1776 in an action begun by Dunmore and completed by rebel forces.

Great Bridge is a community located in the independent city of Chesapeake in the U.S. state of Virginia. Its name is derived from the American Revolutionary War Battle of Great Bridge, which took place on December 9, 1775, and resulted in the final removal of British government from the Colony and Dominion of Virginia. The main branch of the Chesapeake Public Library named the Central Library, which itself is located in Great Bridge, displays a 12-pound cannonball, labeled as having been fired at the Battle of Great Bridge. The written histories of the battle are specific in stating that there were only two cannon at the battle, both British "four pounders." Though the battles of Lexington and Concord took place months earlier, and are historically more memorable, the Battle of Great Bridge can be seen as the first strategically important colonial victory over the British, forcing Lord Dunmore's 200 redcoats to evacuate Fort Murray and withdraw to Norfolk. The city hall as well as other major municipal buildings for Chesapeake lie within Great Bridge. Great Bridge was essentially a small town or crossroads until the late 1980s and 1990s, when it experienced significant growth. It contains large residential areas as well as many large shopping centers. Also, Great Bridge was the home of professional baseball players, Michael Cuddyer, David Wright, B.J. Upton, and Justin Upton. Former Virginia Tech, Denver Broncos, and Cleveland Browns defensive lineman Carlton Powell also hails from Great Bridge. Lawrence Johnson, the 2000 Summer Olympics pole vault silver medalist, is also from Great Bridge. Other local notable celebrities include Larry Bergman who in the 1956 Olympics in Melbourne, Australia won a gold medal in fencing and Thompson Mann, who won a gold medal for swimming in the 1964 Summer Olympics in Tokyo, Japan.

On November 22, 2022, Andre Marcus Bing killed six co-workers and injured four others before killing himself, in retaliation for perceived workplace harassment at the Walmart Supercenter where he worked as a night-supervisor in Chesapeake, Virginia, United States. Bing's suicide note cited concern he was being "led by Satan" and asking forgiveness - while also mentioning cancer treatments and loneliness.

Greenbrier Mall is a nearly 900,000 sq ft (84,000 m2) regional mall in Chesapeake, Virginia, United States in the Hampton Roads metropolitan area. The mall has a hillside terrain, with entries on both upper and lower levels. It serves communities on the east coast in the states of Virginia and North Carolina.The mall currently has 114 retailers, three anchors (Dillard's, JCPenney, and Macy's with one vacant anchor last occupied by Sears), several eateries at the mall's food court, including Chick-fil-A, several restaurants including Abuelo's, Olive Garden, Red Robin, Black Pelican Seafood, and Cinema Café dinner movie theater.

Greenbrier is a community located in the independent city of Chesapeake, Virginia, United States. It is made up of two sections, Greenbrier East and Greenbrier West. Greenbrier Parkway, a major road in Greenbrier, is the commercial hub of Chesapeake. Shopping centers line this major road, including Greenbrier Mall. Another major road, Volvo Parkway, cuts across Greenbrier Parkway. This road leads to the more residential section of Greenbrier along Battlefield Boulevard as well as another shopping center. Elizabeth Rolfe was born here in 1620 to English colonist John Rolfe and his third wife, Jane Pierce. Two years later, Jane married Captain Roger Smith after Rolfe's death. Elizabeth was married to John Milner of Nansemond until her death in 1635.

Virginia Beach Theological Seminary is a private evangelical Christian seminary in Virginia Beach, Virginia. It was founded in 1995 as Central Baptist Theological Seminary of Virginia Beach and only offers graduate degrees.

Old Portlock School No. 5 is a historic school building located at Chesapeake, Virginia. It was built in 1908, and is a one-story, rectangular, Colonial Revival style brick building. It features a hipped roof and a classical temple fronted porch with frieze, pediment, cornice, columns and pilasters. It continued to serve as an educational facility until the mid-1960s.It was listed on the National Register of Historic Places in 2000.