Wisconsin may be known for cheese and beer, but its wine scene is thriving in a way that surprises a lot of people. The state’s glacial soils and cool climate create a unique micro-environment for growing cold-hardy grapes, and winemakers at local Wisconsin wineries have embraced that with creativity and care. From rolling vineyards overlooking lakes to century-old cellars in historic buildings, Wisconsin wineries are full of character and quality, and they are well worth the effort to add to your fall itinerary.
There’s no shortage of things to do in Wisconsin this fall. It’s a season that is especially ideal for wine tasting, with crisp air, glowing leaves, and seasonal harvest events that make every stop feel festive. Talk about one of the Midwest weekend getaways for fall! Whether you’re sipping a robust red or sampling ice wines at big-name wineries in Wisconsin like Wollersheim Winery or Von Stiehl Winery, or carving out time to hidden gems along the way, there’s something about the rhythm of fall that makes your time sipping and swirling around the state even more magical.
Between tastings, there’s plenty of adventure to be had. Go apple picking, hike through colorful trails in one of the many state parks, or take a scenic drive along the Mississippi River or Lake Michigan. Stop by a local creamery for fresh cheese curds or explore charming downtowns like Cedarburg or Mineral Point, where you’ll find galleries, coffee shops, and friendly locals. Fall farmers’ markets are still going strong, and many Wisconsin wineries host weekend events with food trucks, live music, and vineyard tours. Whether you’re traveling as a couple, with friends, or flying solo, fall in Wisconsin offers that perfect mix of flavor and fun.
To round out your fall getaway, stay at one of the thoughtfully curated properties from the Midwest Association of Independent Inns. These aren’t your average places to stay in the Midwest. From boutique hotels to cozy bed and breakfasts, each inn offers elevated comfort, local charm, and welcoming hospitality that enhances the entire experience. Many of the properties are conveniently located near top wineries in Wisconsin, which means less time driving and more time relaxing. Book your stay at one of our Bed and Breakfasts, cabins, vacation rentals, or boutique hotels today!
Fall Tastings at the Best Wisconsin Wineries
Planning a trip to explore the best Wisconsin wineries this fall is a great way to enjoy the season at a slower pace. The fall colors in Wisconsin are beginning their dramatic transformation, the air is crisp, and the tasting rooms are buzzing with harvest excitement. Whether you’re following the Great River Road or heading into the dramatic landscapes of Door County Wisconsin, there’s a winery waiting with a glass of something local and delicious.
Regardless of where you go, each of these wineries in Wisconsin offers a unique vibe, from historic cellars to modern vineyard patios with sweeping views. The wine is good, the settings are beautiful, and the people behind the scenes are passionate about what they pour. If you’re ready to sip your way through fall in Wisconsin, here are a few standout wineries to add to your itinerary.
Best Wineries in Wisconsin for Fall Wine Tasting:
- Wollersheim Winery & Distillery in Prairie du Sac is one of the most iconic Wisconsin wineries. Wollersheim is set on a scenic hillside above the Wisconsin River. Known for award-winning wines and a rich history dating back to the 1840s, this is a must-stop for both wine lovers and history buffs.
- Von Stiehl Winery in Algoma, near Green Bay, is housed in a restored 1860s building and is Wisconsin’s oldest licensed winery. They’re known for a wide range of varietals, cellar tours, and a cool lakeside location that pairs perfectly with fall breezes off Lake Michigan.
- Parallel 44 Vineyard & Winery in Kewaunee, which is in northeastern Wisconsin, focuses on cold-climate grapes grown right on site. The vineyard views are spectacular in fall, and their tours offer a behind-the-scenes look at Midwest winemaking, making it one of the best Wisconsin wineries to add to your fall itinerary.Â
- Baraboo Bluff Winery in Baraboo is a fantastic addition to any fall getaway in Wisconsin. A small but scenic winery with a rustic tasting room and panoramic views of the Baraboo Bluffs, this Wisconsin winery offers a laid-back setting and seasonal events, making this a great place to kick back with a glass and watch the leaves fall.
- Cedar Creek Winery in Cedarburg is one of the most popular Wisconsin wineries. Located in a charming historic mill, this winery offers tastings, tours, and shopping in one of Wisconsin’s most picturesque small towns. It’s an easy stop on a fall weekend and close to plenty of local boutiques and cafes.
- If you’re headed up for a fall adventure in Door County, don’t miss one of our favorite Wisconsin wineries, Door Peninsula Winery. In addition to fantastic wines that reflect the unique flavors of Door County, they offer ciders and meads, making this an excellent stop for everyone.Â
- Another great stop to take a break and sip some wine is Staller Estate Winery in Delevan. The rural farm setting is beautiful, and they offer food pairings, tours, and unique, elevated wine experiences that are the perfect addition to your fall getaway.Â
These Wisconsin wineries aren’t just about the wine; they’re about the experience. Whether you’re new to wine tasting or planning your next fall getaway around it, the best wineries in Wisconsin offer an inviting way to enjoy the season and sample something special along the way.
The Lodging Your Fall Getaways Deserve
A fall wine tasting adventure through Wisconsin is even better when it’s paired with the right place to stay. The Midwest Association of Independent Inns offers a collection of handpicked bed and breakfasts and boutique hotels across the region, each one offering a blend of comfort, character, and thoughtful hospitality. Whether you’re planning a romantic getaway with vineyard views or a weekend escape close to your favorite tasting rooms, these properties provide a more personal and elevated experience than any chain hotel. From the moment you arrive, you’ll feel the difference that comes from staying somewhere locally owned.
What sets these Wisconsin bed and breakfasts and cabins apart is the individuality of each property. Some are housed in restored historic homes, others feature modern, design-forward interiors with luxury touches. Many are located near top travel destinations in the state, including these Wisconsin wineries, making it easy to spend your day sipping and exploring, then come back to relax with a bottle you picked up along the way. Expect gourmet breakfasts, locally sourced snacks, and hosts who are more than happy to share insider tips on the best wineries in Wisconsin, scenic drives, restaurants, and hidden fall attractions.Â
If you’re looking for the best places to stay in Wisconsin this fall, the MW Inns association offers a curated collection of lodging that fits the vibe of the season perfectly. Cozy without being outdated, romantic without being overdone, and always welcoming, these properties are ideal for couples who want to enjoy everything fall in Wisconsin has to offer. Book your stay at one of our Midwest Bed and Breakfasts today!
