By Bella Holt, Executive Editor |

On May 7, the Fenway Alliance opened JOYWALK, a four-hour-long “Art Crawl” that showcased Boston-based artists–including four Winsor students across photography and painting classes. Artworks were displayed across Fenway’s Cultural District, from the Massachusetts Historical Society, where first-edition manuscripts from Revolutionary America were shared, to the Berklee Art Windows, where Winsor students’ art was displayed.

Though JOYWALK itself is a new event, with 2026 marking two years since its inaugural opening, the Fenway Alliance has existed for far longer. Since 1977, the Alliance has striven to conserve Fenway as a cultural and artistic hub. 

In 2001, Fenway Alliance began its annual Opening Our Doors festival, which allows Boston residents to make art, eat, and watch live performances–all for free. It is at this festival that Winsor’s history with the Alliance begins. In 2019, as one of the 22 member organizations represented within the Fenway Alliance consortium, Winsor was invited to participate in the Opening Our Doors festival and feature art from its permanent collection.

Recently, JOYWALK presented a new opportunity for Winsor to showcase student work. Visual Arts teacher Ms. Macaulay explained that “[Fenway Alliance] were willing to make it really easy for us. In fact, all [they] asked me to do was to create the images.” Ms. Macaulay chose the works of four students to print large-scale images of: Josie Go ’27, Angeliki Agape Volandes ’26, Caitlin Rubel ’31, and Jane Bellinger ’31. These pieces were then displayed through the windows of a Berklee College building. Ms. Macaulay specifically wanted to highlight colorful, large pieces that left an impression on the viewer. 

The two Class III students featured in the exhibits shared their reflections. Both had created a four-print series for the exhibit, with Caitlin Rubel ’31 making a piece inspired by ocean animals and Jane Bellinger ’31 highlighting different species of flowers. Rubel described how “it was exciting to know that my work could have brought enjoyment to people who may not normally look at art exhibits.” Bellinger added, “I hope that my flowers brightened up someone’s day!”

 Given the publicity of the pieces displayed across Fenway, it is clear that JOYWALK presented an exciting opportunity for Winsor artists to be recognized within the Boston community. Congratulations to the artists featured, and we look forward to more opportunities to showcase Winsor students’ work!

Image Source: Sara Macaulay