Ann Cummings (born July 20, 1946) is a Vermont businesswoman and Democratic politician.

[1] In 1968, Cummings graduated from Cardinal Cushing College with a Bachelor of Arts degree in sociology.

She received a Master of Science in Administration degree from Saint Michael's College in 1989.

[2] In 1988 she was an unsuccessful candidate for mayor, losing to Arthur J. Goss in a four-way race for the nonpartisan position.

Cummings has served on several committees in the State Senate, most notably Finance and Education.