40 South St. Vintage

40 South St. Vintage made the Boston Globe’s 2026 Best of the Best list for thrift and vintage shopping, and it’s a great reason to spend an afternoon in Jamaica Plain. Owner Hilken Mancini runs the shop, which grew out of Gumshoe, a men’s-only vintage store known for plaid shirts and jeans from the ’50s through the ’90s at moderate prices. Mancini also buys vintage from the public, so bring in the good pieces you’ve stopped wearing and leave with something new to you.