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File consists of materials relating to the planning of the Orangeville Lecture Series for 2008. The file includes background documents and promotional materials.

File consists of documents relating to the Humber College Jazz Band performing at the 6th Annual Orangeville Blues and Jazz Festival.

File consists of material relating to the Musician Workshop with Rik Emmett, presented in partnership between Humber Orangeville and Headwaters Arts. Includes news coverage, a promotional poster, agreements with Theatre Orangeville, correspondence, and a press release.

File consists of material relating to Humber's engagement with the wider Orangeville Community. Includes three brochures from Theatre Orangeville, materials from National Aboriginal Day celebrations in Orangeville (including newsclippings), Indigenous Protocol for Community Engagement from Humber, Dufferin County By-Laws, an executive brief concerning the construction of a Sports Dome, a space utilization review for Humber Orangeville, and photos and correspondence concerning the development of the Veterans Way site.

File consists of 40 photographs of a charity hockey match between Humber Orangeville and the local Regional Township.

File consists of material relating to the Humber Orangeville support of the Headwaters White Ribbon campaign. The pledge was signed by 1st and 2nd year Police Foundation students. The file includes postcards and a photograph of the students after signing the pledge, and a letter from Joe Andrews.

File consists of two copies of the programme for the 2019-2020 season of Theatre Orangeville. Humber Orangeville often supported the season.

File consists of four photographs of youth soccer players from the Dominican Republic, wearing jeresys with "Humber Orangeville" printed on them.

Sub-series consists of material relating to Humber's use of the Alder Street Recreation Centre in Orangeville. Includes plans, contracts, proposals, correspondence and other material relating to both day-by-day usage and future planning.