Affair on the Square is a shopping festival in downtown Medina with over 170 craft and vintage booths. There are also food trucks and live entertainment performed from the gazebo
2027 DATE: TBD
Location: Downtown Medina
Website: https://www.affaironthesquare.net/
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This post documents my experience on August 9, 2026.
Affair on the Square took place in downtown Medina…
…inviting festival goers down each of the square’s pathways…
…and showcasing over 170 craft and vintage vendors along the way…
…with some live music playing from the central gazebo to set the mood.
Among some of the vendor offerings included women’s and tie dyed apparel…
…purses for women, bags for dogs…
…crafted decor for the shelves and lawns…
…pottery, woodwork…
…and flowers – both real and crocheted.
There were playful paper clay and metal creations…
…illuminating eclectic lamps…
…vibrant art…
…metallic ornaments, sundrop ornaments…
…balloon animals and face painting for the kids…
…food items and more.
Speaking of food, there was also a section of street closed off for food trucks…
…with offerings of mac and cheese, hot dogs…
…tacos, wraps and more…
…including a delicious fried green tomato sandwich.