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File consists of print material relating to three artistic projects, This is Not a Poem: This is A Summer Quilt (1994), Head Above the Water (various), and Painting up a Storm (1998). Includes promotional material such as flyers, programs and invitations as well as a page of correspondence relating to Head Above Waters - Four Aspects, and an issue of Ontario Craft magazine (May/June 1996) featuring an article on page 20 regarding "This is not a Poem, This is a summer quilt."

File consists of flyers and other promotional material, an exhibition catalogue, and a comb-bound booklet of photocopies of reaction cards relating to Entering the Millennium: A Spiritual Dialogue (1997), an exhibition at the Art Gallery of Ontario.

File consists of photocopies of visitor comments relating to an unspecified exhibition of Winsom's work at the A Space Gallery in 1998.

File consists of records relating to Winsom's work and collaborations with various theatre and dance projects, including with Nightwood Theatre and Harbourfront Centre. Winsom exhibited work in conjunction with certain theatre and dance projects and is credited as a designer for a number of projects. Includes promotional material such as flyers and programmes, as well as other printed and published material including an issue of Canadian Theatre Review (Summer 1995) titled "Black Theatre in Canada" and conference material for the 1995 conference "Breaking Ground," a Theatre Ontario Project.

File consists of printed material and ephemera, such as invitations, pamphlets, programmes and related material regarding a number of Winsom's exhibitions, art auctions, and other artistic projects in the 1990s. Includes records relating to Uhuru Sasa/ Freedom Now (1991), Roundup (1992), Women Beyond Borders (1998), Winsom: In The Spirit (1999), and others. Also includes an artist statement and statement of thanks relating to an unspecified display.

File consists of records relating to Winsom's exhibitions and other projects, predominantly in the 2000s. Includes promotional material such as brochures and flyers and other ephemera. Includes records relating to The LOMO Project: Toronto is Neighbourhood at A Space Gallery, Omiala: A Festival of New Black Culture (2004), the Spirits of Power art auction, Niagara: Between Time and Place (2000), and others.

File consists of records relating to Winsom's exhibitions and other projects with the Women's Art Resource Centre (WARC). Includes newsletters, brochure for Crossing Borders Mapping Boundaries, a WARC/WCA International Conference, media releases and invitations, and other printed material. Records relate to Making Peace With Ourselves: Art Against War (2000), For My Mother: A Visual Prayer/Feast (2003), and other projects.

File consists of records relating to the River of Life (2000) exhibition at the Thames Art Gallery, as well as other subsequent installations of River of Life. Includes promotional material, notes regarding opening and closing remarks, and related documents.

File consists of records relating to Kindred Spirits: Winsom & Kofi Kayiga (2000), an exhibition at the National Centre of Afro-American Artists in Boston. Includes promotional material, a press release, and a document regarding three of Winsom's exhibitions in the summer of 2000, including Kindred Spirits.

File consists of records relating to Winsom's exhibitions and other projects in Belize. Predominantly includes promotional material and related documents for exhibitions in Belize, including Women in Art (2011, 2015, 2016) and 29: Artists, Works, Years. Also includes records relating to the Belizean Women's Art Collective, who were mentored and inspired by Winsom.