If you’re cruising the Wisconsin Great River Road, chances are you’ve already soaked in the charm of Grant, La Crosse, and Vernon counties. But just a little further along, Crawford County awaits—where the Wisconsin River meets the mighty Mississippi River at Prairie du Chien, weaving through rolling bluffs! This part of the Driftless Region is a place that invites you to slow down and explore something new, no matter the season.
Spring
As you follow the Great River Road into Crawford County, watch as the snow melts away, the hills begin to show hints of green, and spring slowly settles in. It’s the perfect time to get outside, whether you’re looking to stretch your legs on the trails or simply enjoy some fresh air.
Trails to Explore
Some favorite spots for spring hikes include Sugar Creek Bluff State Natural Area, a Mississippi Valley Conservancy property, and a state natural area! Here, a 1.5-mile trail leads to a bluff-top prairie with sweeping views of the Mississippi River valley. It’s a great place to catch early wildflowers and spot migrating birds.
Another top choice is Rush Creek State Natural Area, known for its beautiful prairies and limestone bluffs. Here, you can enjoy a peaceful walk through a unique landscape filled with native plants. Keep your eyes open—you never know what you might discover!
Step Back in Time
For those interested in local history, the Fort Crawford Museum in Prairie du Chien is well worth a visit. Open from May through October, it offers insight into frontier life, early medicine, and even fascinating military history.
Nearby, Villa Louis, a restored Victorian mansion, offers a glimpse into 19th-century life along the Mississippi. Once home to the influential Dousman family, it’s an incredible way to connect with the area’s rich past!
Summer
With the temperatures rising and the days stretching out, Crawford County fills with the sights and sounds of summer! This is the season for local festivals and getting out to explore the stunning Driftless landscape.
Summer Fun
Summer brings a jam-packed festival calendar! To note, the River Bluff Daze Festival fills the streets with live music, delicious food, and tons of family-friendly activities that bring the entire community together!
For music lovers, the Prairie Dog Blues Festival is a must-attend event. It features talented blues artists you’ll love and an unmatched atmosphere that draws visitors from near and far. And of course, for classic fair fun, the Crawford County Fair is a local favorite.
Outdoor Adventures
If you’re craving time outdoors, you’re in the right place. Paddle the Mississippi River, hike shaded trails, mountain bike rugged hills, or set out on horseback through scenic countryside—all easily accessible from the Great River Road.
After a full day of exploring, unwind at Halvers Town Tap in Gay Mills or Swede’s Swing Inn in Ferryville. Grab a cold beer, mouthwatering meal, and soak up the relaxed, welcoming atmosphere. There’s truly no better way to end a Wisconsin summer day!
Fall
When fall finally arrives in Crawford County, you can feel it in the crisp air and see it all around in the vibrant canopy of trees! Get ready for cozy drives through apple orchards, festive gatherings with friends and family, and peaceful hikes surrounded by stunning scenery.
Drive Through Apple Country
One of the best ways to enjoy fall is with a scenic drive through Gays Mills, known as the “Apple Capital of Wisconsin.” This area boasts the largest concentration of apple orchards in the tri-state region, with over a thousand acres of rolling hills blanketed in apple trees!
Along the way, be sure to stop at farm stands and orchards like Sunrise Orchards and Kickapoo Orchard, where you can pick fresh apples, savor cider donuts, or grab a warm cup of apple cider. Can’t get enough? Buckle up and head out on Wisconsin’s Great River Road!
Celebrate the Season
Harvest time is in full swing, and Crawford County knows how to throw a celebration! The annual Gays Mills Apple Festival, held the last full weekend in September, is a highlight of the season. This staple event features parades, a carnival, arts and crafts, flea markets, and more.
Beyond the Apple Festival, the county hosts other seasonal favorites like Ferryville’s Fall Fest, offering a huge farmers’ market, live music, and tasty treats. Plus, Oktoberfest brings its own festive mix of music, hearty food, and local brews!
Noteworthy Parks
If you’re looking to experience fall’s beauty up close, Crawford County’s village and city parks offer some noteworthy options for scenic walks and hikes. La Riviere Park in Prairie du Chien is a local favorite, with miles of trails winding through hardwood forests and open prairie.
Sugar Creek Bluff State Natural Area is another great spot for a fall walk. Its wooded paths and open spaces are ideal for an easy hike or a quiet picnic. Each park offers a unique way to enjoy the warm hues of autumn right in the heart of Crawford County’s communities.
Winter
Bundle up and embrace the chill—winter along the Great River Road in Crawford County is a season of quiet beauty and outdoor fun. Whether you’re drawn to the peaceful snow-covered scenery or the thrill of winter sports, there’s something here for everyone.
Ice Fishing & Winter Wildlife
When the Kickapoo and Mississippi Rivers freeze, the ice comes alive with anglers enjoying one of the county’s favorite traditions. The Annual Ice Fisheree is a highlight, bringing the community together for friendly competition, laughter, and countless stories shared out on the ice.
If you prefer a slower pace, visit Sugar Creek Bluff State Natural Area. Here, bald eagles and other raptors soar against the crisp winter sky—a breathtaking sight for birdwatchers and nature lovers alike.
Trails for Every Winter Adventure
Crawford County’s trails are made for winter exploration! The county’s snowmobile trail system connects towns like Prairie du Chien, Ferryville, Lynxville, and Soldiers Grove, winding through scenic Driftless hills and valleys. For a quieter outing, venture to La Riviere Park, ideal for winter hiking and birdwatching.
Cozy Spots to Warm Up
After a day outside, there’s nothing better than stepping into a warm, welcoming spot to relax and refuel. Crawford County offers lots of cozy options, from charming cafés to inviting restaurants! On the list, check out The Porch and The Wooden Nickel Saloon.
Enjoy a hot drink, a hearty meal, and the friendly atmosphere that makes winter here truly special. In Crawford County, winter isn’t all about braving the cold—it’s also about savoring the season’s quiet magic and the unmatched warmth of community.
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No matter when you visit, Crawford County along the Wisconsin Great River Road is a place that invites you to slow down, explore deeply, and connect with the beauty and spirit of the Driftless Region. Pack your bags and get ready for your next unforgettable stop on this scenic journey!
*This article is brought to you by Friends of the Wisconsin Great River Road and Wisconsin DOT.
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Hailey Rose: Writer for Discover Mediaworks. A born & bred Wisconsinite with a love for fishing, hunting, and enjoying the great outdoors.
