Windsor is an incorporated town in Isle of Wight County in the Hampton Roads region of southeastern Virginia in the United States.

[7][non-primary source needed] In 2001, the town annexed 2.8 square miles (7.3 km2) of Isle of Wight County, which nearly tripled its population.

[6] The Henry Saunders House and William Scott Farmstead are listed on the National Register of Historic Places.

[8] In 2021, it was reported that Windsor had developed a reputation for ticketing and fining passing motorists.

[9][10] As a result of the Nazario incident, the Attorney General of Virginia filed suit against Windsor for its "pattern of unconstitutional and discriminatory policing" in December 2021.

[11] On September 7, 2023, Windsor signed a settlement with the state that included independent reviews of misconduct allegations against its police force, additional training for its law enforcement officers, and a commitment to continue seeking Virginia Law Enforcement Professional Standards Commission accreditation.

U.S. Route 258 crosses US-460 on the western side of Windsor, leading north 15 miles (24 km) to Smithfield and southwest the same distance to Franklin.

[citation needed] Windsor High School serves students in grades 9 through 12.

The school supports teams in baseball, basketball, cheerleading, football, marching band, golf, soccer, softball, track, tennis, wrestling and volleyball, theatre, forensics, and academic bowl.