Cooper's Hawk Winery & Restaurant

Cooper's Hawk is winery based in Chicago. How's that, you ask? Simple: they fly in high-quality grapes from west coast regions – California, Oregon and Washington – and craft the wines in Chi. Since 2005, its tasting room/bar/restaurant concept has expanded. Waterford Lakes is its first Orlando location and its tasting room (no reservations necessary) offers reasonably priced samplings, which makes it a nice alternative for an afternoon or evening out. You can easily grab appetizers at the bar, but its accompanying dining venue makes it easy to pair dishes with appropriate bottles. It's an expansive menu, to boot, and even features a section just for children.