Both types of pilates are quite similar. They both work on breathing, stretching, balance and toning. The only difference between the two, is that winsor pilates use accessories to assist in the movements, like balls, and resistance bands to name a few.
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The classical Pilates Method follows the Pilates exercise levels developed by Joseph Pilates himself. Winsor Pilates, owned and taught by Mari Winsor, studied under Romana-tweaks the exercise sequences.