Day Trips from Waukegan
← All Waukegan day tripsDay Trips from Waukegan: Wineries & Vineyards
Discover the best wineries and vineyards within driving distance of Waukegan, IL. From intimate tasting rooms to sprawling estate vineyards, these destinations make for a perfect day trip or weekend wine getaway. Real drive times, ratings, and booking links included.
12 wineries near Waukegan
Grape and Grain Tours, LLC
Baroda, MI 49101
Just 2 hrs 15 min from Waukegan, rated 5.0 stars, a popular destination with plenty to see and do.
Best time to visit: Spring and fall offer mild weather and smaller crowds at most attractions.
Ridetastic Winery Tours
Stevensville, MI 49127
Just 2 hrs 17 min from Waukegan, rated 5.0 stars by 139 visitors, known for excellent food, drink, and local flavor.
Best time to visit: Year-round, but harvest season (Sep-Oct) is peak for wineries and farm-to-table.
Spirits of Norway Vineyard
Franksville, WI 53126
Just 50 min from Waukegan, rated 4.9 stars by 138 visitors, known for excellent food, drink, and local flavor.
Best time to visit: Year-round, but harvest season (Sep-Oct) is peak for wineries and farm-to-table.
Sable Creek Winery
Romeoville, IL 60446
Just 1 hr 13 min from Waukegan, rated 4.8 stars by 137 visitors, known for excellent food, drink, and local flavor.
Best time to visit: Year-round, but harvest season (Sep-Oct) is peak for wineries and farm-to-table.
Hickory Creek Winery
Buchanan, MI 49107
Just 2 hrs 16 min from Waukegan, rated 4.8 stars by 332 visitors, known for excellent food, drink, and local flavor.
Best time to visit: Year-round, but harvest season (Sep-Oct) is peak for wineries and farm-to-table.
Wollersheim Winery & Distillery
Prairie du Sac, WI 53578
Just 2 hrs 27 min from Waukegan, rated 4.8 stars by 898 visitors, known for excellent food, drink, and local flavor.
Best time to visit: Year-round, but harvest season (Sep-Oct) is peak for wineries and farm-to-table.
Running Vines Winery
Chesterton, IN 46304
Just 1 hr 40 min from Waukegan, rated 4.8 stars by 294 visitors, known for excellent food, drink, and local flavor.
Best time to visit: Year-round, but harvest season (Sep-Oct) is peak for wineries and farm-to-table.
Timber Hill Winery
Milton, WI 53563
Just 1 hr 37 min from Waukegan, rated 4.8 stars by 518 visitors, known for excellent food, drink, and local flavor.
Best time to visit: Year-round, but harvest season (Sep-Oct) is peak for wineries and farm-to-table.
Staller Estate Winery & Distillery
Delavan, WI 53115
Just 1 hr 18 min from Waukegan, rated 4.7 stars by 270 visitors, known for excellent food, drink, and local flavor.
Best time to visit: Year-round, but harvest season (Sep-Oct) is peak for wineries and farm-to-table.
Galena Cellars Vineyard
Galena, IL 61036
Just 2 hrs 53 min from Waukegan, rated 4.7 stars by 238 visitors, known for excellent food, drink, and local flavor.
Best time to visit: Year-round, but harvest season (Sep-Oct) is peak for wineries and farm-to-table.
Apple Works Winery
W179N12536 Fond du Lac Ave, Germantown
Just 1 hr 19 min from Waukegan, rated 4.7 stars, known for excellent food, drink, and local flavor.
Best time to visit: Year-round, but harvest season (Sep-Oct) is peak for wineries and farm-to-table.
Lynfred Winery
Roselle, IL 60172
Just 54 min from Waukegan, rated 4.6 stars by 619 visitors, known for excellent food, drink, and local flavor.
Best time to visit: Year-round, but harvest season (Sep-Oct) is peak for wineries and farm-to-table.
Frequently Asked Questions About Wineries Day Trips from Waukegan
What are the best wineries near Waukegan, IL?
The best wineries near Waukegan include award-winning vineyards, tasting rooms, and estate wineries all within a few hours' drive. Check the destination cards above for ratings, drive times, and direct booking links.
Are there wine tours near Waukegan?
Yes. Many wineries near Waukegan offer guided tastings and tours. Use the "Book Activities" button on any card to find wine tour packages through Viator and GetYourGuide, which often include transportation and multi-winery stops.
How far are the closest wineries from Waukegan?
The closest wineries to Waukegan are typically 45 minutes to 2 hours away, making them ideal for a day trip. Some regions farther out (2-3 hours) are worth an overnight stay for a full wine weekend.
What is the best time to visit wineries near Waukegan?
Fall harvest season (September-October) is peak time for wineries, with grape picking and crush events. Spring and summer offer beautiful vineyard scenery. Most tasting rooms are open year-round, and winter visits mean smaller crowds and more personal attention.
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