There are many wine trails in Minnesota where you can visit multiple nearby wineries, including these:
GREAT RIVER ROAD WINE TRAIL
Nine wineries make up this trail in the Upper Mississippi River Valley, from Minnesota to Iowa.
MINNESOTA HEARTLAND WINE TRAIL
Seven wineries are on this tour, and the website includes a trip planner.
ST. CROIX VALLEY WINE TRAIL
The trail is home to three of Minnesota's oldest wineries.
THREE RIVERS WINE TRAIL OF MINNESOTA
Five wineries along the St. Croix, Mississippi and Cannon river valleys, all within 80 miles.