Winslow IllinoisATTRACTIONS & THINGS TO DO


Listed below are the best attractions and things to do near Winslow, Illinois.



1. Artesian Well at Paradise Cove

NATURAL SPRING OASIS


The Artesian Well at Paradise Cove is a beloved natural site where thousands of gallons of pure water flow daily along Indian Creek. Visitors can enjoy the scenic atmosphere, complete with a ten-foot water wheel, flower beds, a waterfall, and a gazebo accessible by a covered bridge. This tranquil park is perfect for relaxing outdoors and sampling the refreshing artesian water that has drawn travelers since 1927.


2. Bobbers Tap

LOCAL GATHERING SPOT


Bobbers Tap is a popular watering hole in Winslow, known for its friendly atmosphere and welcoming staff. It serves as a community hub where locals and visitors gather to enjoy beverages, conversation, and occasional live entertainment. Whether stopping in for a casual drink or to soak in some local flavor, guests will find Bobbers Tap a great place to unwind.


3. Lake Le-Aqua-Na State Park

OUTDOOR ADVENTURE HAVEN


Lake Le-Aqua-Na State Park, located near Winslow in Lena, is a favorite destination for nature lovers, offering hiking trails, camping, fishing, and a 40-acre lake. The park features scenic picnic areas and abundant wildlife, making it ideal for family outings and outdoor recreation. Its tranquil environment and well-maintained facilities attract visitors year-round.


4. Hawk's Mill Winery

LOCAL WINE EXPERIENCE


Hawk's Mill Winery, just across the Illinois-Wisconsin border in Browntown, offers a relaxed tasting room where guests enjoy a broad selection of locally produced wines. Set amid rolling hills, the winery provides picturesque views and often hosts live music events and food trucks. It's a popular spot for those seeking a laid-back, rural wine experience.


5. AJ's Lena Maid Meats

AWARD-WINNING BUTCHER


AJ's Lena Maid Meats is a renowned butcher shop in Lena, recognized for its high-quality meats, sausages, and customer service. Locally sourced and crafted products draw food enthusiasts from the region, making it a must-visit for culinary adventurers. The staff gladly offers advice on meal preparation and specialty cuts.



6. Sugarbakers Boutique & Wine Bar

CHIC SHOPPING AND SIPS


Sugarbakers Boutique & Wine Bar combines stylish shopping with a relaxed wine bar experience in the heart of Lena. Visitors can browse unique gifts, fashion, and home décor before unwinding with a glass of wine or a specialty cocktail. The boutique's warm ambiance and friendly service make it a delightful stop on any itinerary.


7. Blackhawk Memorial Park

SCENIC RIVERSIDE PARK


Blackhawk Memorial Park, nestled along the Pecatonica River near the Illinois-Wisconsin border, offers camping, fishing, and picturesque picnic spots. This peaceful park is ideal for those seeking a quieter natural retreat and is well-known for its beautiful river views and hiking opportunities. The park also commemorates Native American history in the region.


8. Freeport Art Museum

REGIONAL ART SHOWCASE


The Freeport Art Museum serves as a cultural centerpiece for Stephenson County, hosting rotating exhibitions of contemporary art and regional history. The museum offers educational programs, workshops, and community events, making art accessible to all ages. Its diverse collection and engaging displays provide a meaningful arts experience.


9. Oakdale Nature Preserve

FOREST TRAIL NETWORK


Oakdale Nature Preserve boasts over 133 acres of woodlands and more than four miles of hiking trails just south of Freeport. The preserve is home to native flora and fauna, making it popular for hiking, birdwatching, and photography. Educational signs and peaceful scenery make it a favorite for both families and solo explorers.


10. Stephenson County Historical Museum

LOCAL HERITAGE CENTER


The Stephenson County Historical Museum, located in Freeport, brings the region's history to life through curated exhibits, Victorian-era architecture, and period rooms. Visitors can explore artifacts from the county's past, including its agricultural roots and early settlements. Special events and tours offer insight into how the community has evolved over the decades.



11. Little Cubs Field

BASEBALL TRIBUTE PARK


Little Cubs Field in Freeport is a miniature version of Chicago's iconic Wrigley Field, designed for youth baseball and community events. Fans of the sport can admire the field's authentic touches, from ivy-covered walls to the classic scoreboard. It's a joyful destination for families and baseball enthusiasts alike.


12. Jane Addams Trail

RAILS-TO-TRAILS ADVENTURE


The Jane Addams Trail is a scenic 17-mile multipurpose path that begins in Freeport and winds through the rolling countryside toward the Wisconsin border. Perfect for biking, walking, and running, the trail passes woodlands, prairies, and streams. Named after the Nobel Peace Prize laureate born nearby, it celebrates natural beauty and local history.


13. Lake Carroll Golf Course

RESORT-STYLE GOLFING


Lake Carroll Golf Course, a short drive from Winslow, features an 18-hole course set among beautiful rolling hills and woodlands. The course welcomes golfers of all skill levels and offers a pro shop, lessons, and a clubhouse restaurant. Its well-manicured greens and picturesque surroundings enhance the playing experience.


14. Lena Brewing Company

CRAFT BEER DESTINATION


Lena Brewing Company is a locally owned craft brewery that serves up a rotating selection of small-batch beers. The taproom provides a laid-back setting where visitors can sample flights, enjoy live music, and attend special events. Its innovative brews and welcoming vibe make it a highlight for beer lovers in Stephenson County.


15. Monroe Arts Center

CULTURAL ARTS HUB


The Monroe Arts Center in nearby Monroe, Wisconsin, offers live performances, art exhibits, and arts education in a historic building. Its vibrant programming spans music, theater, and visual arts, drawing both locals and visitors interested in culture. The center is a creative anchor for communities along the Illinois-Wisconsin border.