Webster was born in upstate New York. Her family encouraged the development of her artistic ability by enrolling her in art instruction at an early age. At age fourteen she took instruction in oil painting for the first time. As a teenager she was accepted to attend the New York State Summer School of the Arts (NYSSSA) at Fredonia State University. She sought out The School of the Arts High School, in Rochester, to continue her focus in art. By 1990 she was awarded a scholarship to attend the School of Visual Arts (SVA) in New York City. She graduated in 1994 with a BFA in painting.

In 1996, Webster relocated to Asheville, North Carolina. Several years later she began transitioning from pure studio painting to painting en plein air. Once she took her easel outdoors she was hooked. The mountains and natural beauty of western North Carolina have inspired her to get out there and be intimate with nature. Her paintings are a reflection of that experience.

In 2003, Webster was awarded the Regional Artist Project Grant from Asheville Area Arts Council. Her paintings are represented in galleries throughout Western North Carolina and are included in private collections. Webster is a signature member of Western North Carolina Plein Air Painters (WNCPAP).

Webster has studied with plein air instructors Kenn Backhaus, John Budicin and Frank Lalumia.