Spend the day exploring charming river towns, award-winning wineries, locally owned boutiques, and some of the region's most beloved dining destinations. Whether you're searching for the perfect bottle of wine, a handcrafted treasure, or a memorable meal, you'll find plenty to discover along the way.
Morning
Begin your day with breakfast at Journey Inn before heading north along the Great River Road toward the storybook village of Stockholm.
Take your time wandering the village's collection of locally owned shops and galleries. Browse artisan home goods, gifts, clothing, and handcrafted jewelry while enjoying the relaxed pace that makes Stockholm such a beloved destination.
Favorites include:
Iris & Oak for beautifully curated home décor and gifts.
The Palate for gourmet foods, kitchen treasures, and locally inspired finds.
The Speckled Adler for local crafted art and unique treasures.
Indigo Swan Jewelry for handcrafted jewelry and wearable art.
Lavender Bluff Farm for everything lavender - from infused teas to luxurious face cream. Go a step further and pick your own lavender in the beautiful fields atop the bluff.
Don't forget to stop at the bakery and browse the charming general stores tucked throughout the village.
Midday
No visit to Stockholm is complete without a slice of pie from Stockholm Pie and General Store. Their award-winning pies have earned national recognition and inspire road trips from across the Midwest.
For lunch, consider:
Hop Dish & Vine for creative seasonal fare, craft beverages, and a lively atmosphere.
Humble Moon Saloon for relaxed dining, local flavor, and occasional live music.
Afternoon
Spend the afternoon exploring wine country.
Just minutes from Journey Inn, Vino in the Valley offers a beautiful vineyard setting, outdoor seating, live music throughout the season, and the occasional sight of hot-air balloons drifting overhead.
For a taste of Tuscany in western Wisconsin, continue to Villa Bellezza Winery. Wander the stunning grounds, enjoy a wine tasting, and imagine yourself transported to the Italian countryside.
Explore Pepin
While in Pepin, spend some time browsing local shops such as Tin Roof Boutique before heading to the waterfront.
Don’t miss Rivertime - A warm, all-in-one gathering place where small plates, nice wines, live music, and creative events come together to spark connection, joy, and undeniably good vibes.
Grab a drink at Pickle Factory and enjoy views of Lake Pepin from the patio & some live music or settle in for a more refined dining experience at Harbor View Cafe, a longtime regional favorite known for its thoughtful menu and warm hospitality.
Evening
For a truly memorable culinary experience, reserve a table at Chef Shack Bay City. Led by a James Beard nominated chef, the tasting menus celebrate seasonal ingredients and creative techniques in an intimate setting.
Or embrace a beloved Wisconsin tradition with dinner at Shady Grove Supper Club, where supper club hospitality, classic cocktails, and hearty fare have welcomed generations of guests.
Return to the Inn
As the day comes to a close, return to Journey Inn with a few treasures in your shopping bag, perhaps a bottle of wine for later, and memories of another day well spent in the Driftless Region.
The best souvenirs are often the experiences shared along the way.