7 Beautiful Wineries Near Madison Worth the Drive This Summer

Looking for the perfect summer day trip from Madison?

Imagine sipping a glass of wine on a sunny patio, listening to live music, and taking in rolling vineyard views—all less than an hour from home. Whether you’re planning a girls’ getaway, date day, birthday celebration, or simply looking for a new Wisconsin adventure, these local wineries deserve a spot on your summer bucket list..

1. Wollersheim Winery & Distillery | Prairie du Sac

A Wisconsin icon, Wollersheim Winery & Distillery sits on a scenic hillside overlooking the Wisconsin River. Known for its award-winning wines, historic grounds, and picturesque vineyard views, it’s one of the state’s most beloved winery destinations. Guests can enjoy tastings, tours, a seasonal bistro, and several estate wines produced from grapes grown on-site.

Why We Love It

• Stunning vineyard and river views
• Award-winning wines and spirits
• Seasonal events and tours
• Beautiful grounds perfect for an afternoon stroll

Perfect for: Date days, out-of-town guests, and anyone looking for a classic Wisconsin winery experience.

2. Bailey’s Run Vineyard & Winery | New Glarus

Located in Wisconsin’s Little Switzerland, Bailey’s Run offers a relaxing vineyard setting with frequent live music, food events, and plenty of outdoor seating.

Why We Love It

• Gorgeous vineyard views
• Family-friendly atmosphere
• Live music throughout the summer
• Easy pairing with a day exploring New Glarus

While you’re there, spend some time exploring the charming shops and restaurants in downtown New Glarus.

3. Drumlin Ridge Winery | Waunakee

Just minutes from Madison, Drumlin Ridge Winery is one of the easiest escapes for a spontaneous summer afternoon.

Why We Love It

• Estate-grown Wisconsin wines
• Large outdoor patio
• Close enough for a quick afternoon trip
• Relaxed and welcoming atmosphere

Perfect for those evenings when you want to feel like you’re getting away without actually traveling far.

4. Campo di Bella | Blue Mounds

If you’re looking for a winery experience unlike any other, Campo di Bella delivers. Surrounded by the stunning Driftless landscape, this destination combines vineyards, farm-to-table dining, and unforgettable views.

Why We Love It

• European-inspired atmosphere
• Exceptional dining experiences
• Gorgeous sunset views
• Ideal for special occasions

Planning a romantic getaway? Pair your visit with some of our favorite day trips from Madison.

5. Balanced Rock Winery | Baraboo

Heading to Devil’s Lake this summer? Add Balanced Rock Winery to your itinerary.

Why We Love It

• Convenient location near popular attractions
• Beautiful tasting room and patio
• Excellent stop before or after hiking
• Relaxed and approachable atmosphere

For a full day of adventure, combine your winery visit with hiking, kayaking, or exploring nearby Baraboo.

6. Botham Vineyards & Winery | Barneveld

Nestled in the Driftless Area, Botham Vineyards offers visitors a peaceful countryside escape complete with locally grown wines and picturesque views.

Why We Love It

• Quiet, scenic setting
• Seasonal events and live music
• Outdoor seating among the vineyards
• Authentic Wisconsin wine experience

It’s the kind of place where one glass easily turns into an afternoon.

7. Odilon Ford Winery | Madison

One of Madison’s newer winery experiences, Odilon Ford brings a fresh, modern feel to the local wine scene. Located right in the city, it’s an easy stop for anyone who wants to enjoy Wisconsin-made wine without the drive.

Why We Love It

• Convenient Madison location
• Stylish, relaxed tasting room atmosphere
• Great option for a spontaneous date night or girls’ outing
• A fun addition to a local food and drink adventure

Perfect for: Wine lovers who want a unique Madison experience without leaving town.

Others to mention:

• Baraboo Bluff Winery
• Broken Bottle Winery
• Cambridge Winery
• Hawks Mill Winery
• Minhas Winery
• Narrows Creek Winery
• Over the Vines
• Staller Estate Winery
• Timber Hill Winery

Make It a Summer Winery Challenge

How many of these wineries can you visit before Labor Day?

Grab a friend, plan a date day, or organize a girls’ weekend and start checking them off your list. Better yet, tell us in the comments:

🍷 Which winery is your favorite?
🍷 Which one is still on your bucket list?
🍷 Did we miss a hidden gem?

We’re always looking for new local favorites to share with our readers!