[3] It offers 23 Advanced Placement classes: Biology, Calculus AB, Calculus BC, Chemistry, Computer Science A, Economics, English Language, English Literature, Environmental Science, European History, French, German, Human Geography, Latin, Music Theory, Physics I, Physics II, Psychology, Spanish, Statistics, Studio Art, US Government & Politics, and US History.

[4] Jamestown offers enrollment at The New Horizons Governor's School for Science and Technology.

In 2022, sophomores in an AP Human Geography class went on a 104-mile journey to raise money for an organization that gives food to people in need.

The class usually requires students to complete a project to raise money locally or on a larger scale.

[7] The first floor contains classrooms for fine arts, technology (split into engineering, graphics and Cooperative Business Education), math and science.

West of the main building, five trailers that acted as 10 classrooms and could hold around a total of 250 students were brought in to relieve overcrowding.

In spite of the reduction in enrollment due to the construction of Warhill High School, two of the trailers have become a permanent part of the campus.

Jamestown is known as being underdeveloped in athletics compared to contemporaries Lafayette High School and Walsingham Academy.

Jamestown has competed in the Virginia High School League (VHSL) One-Act competitions at the district, regional, and state level.

The band uses a technique very similar to modern style drum and bugle corps.

Here is a list of all of the clubs and organizations, as listed on the school's website: Academic Team, AFS Intercultural Programs, Art Club, Color Guard (part of the marching band), Dance Team,