Lincoln Square

Celebrate the arrival of fall in Lincoln Square at the Chicago German-American Oktoberfest, which sets up two gigantic tents in the neighborhood to serve liters of beer, stacks of pretzels and more German delicacies. The weekend also features a parade up Lincoln Avenue, live performances from four German bands and carnival games for the kids.

This annual fall street festival returns to Lincoln Square for one apple-filled weekend. Shop autumnal goods at the festival's marketplace, munch on apple-stuffed tamales and apple doughnuts from local restaurants, sip cider and apple-flavored beer, catch live music performances and bring the kids for seasonal activities—you won't find many better ways to welcome autumn. For more fall fun, check out our guide to the best orchards for apple-picking near Chicago.