Outside the Center urban trendy and kid friendly, Indy’s Massachusetts Avenue, Mass Ave to those in the know, straddles three centuries with its diverse architecture and whimsical mélange of eclectic shops, galleries and eateries.

Flip through new and used books at the non-profit Indy Reads Books, check out the works of over 300 artists including food purveyors and jewelry makers at Modern Homespun Homemade—there’s always something unique to buy. “Making the world a little cuter” is Nurture’s tag line, a clothing boutique for babies and toddlers.

Go for gluten-free and vegan as well as sugary sweets at www.facebook.com/theflyingcupcake voted as Indy’s Best Cupcakes every year since opening in 2007. Moms and dads might want to check out the vintages, craft beers and spirits at massavewine.com/ as well as their special events including wine dinners and Psychic Reading & Glass of Wine on every 2nd & 4th Wednesday. Dine at www.saltonmass.com/.