![Choose Your Adventure](https://greaterfreeport.com/wp-content/uploads/2024/06/Choose-Your-Adventure-white.png)
ALL IN STEPHENSON COUNTY
The highlight of one’s vacation can vary greatly! Stephenson County offers diverse entertainment, cultural spaces, and interesting attractions for everyone to enjoy.
Choose your next adventure in Stephenson County. Miles of trails, historical locales, beautiful parks, unique shopping, and fantastic dining await!
What unique sites are waiting to be discovered? Choose Your Next Adventure — explore and marvel at the beauty and opportunity of Freeport and Stephenson County.
Your Adventure Begins
Create your own unique trip based on your interests from the itinerary examples of other visitors.
Hiking & Biking
Families and visitors rave about the 50-plus miles of hiking and biking trails throughout the countryside. Pick your path and your challenge level and enjoy the views!
![A map of trail locations in Freeport and Stephenson County](https://greaterfreeport.com/wp-content/uploads/2022/05/circle-map-trails.png)
![A map of trail locations in Freeport and Stephenson County](https://greaterfreeport.com/wp-content/uploads/2022/05/circle-map-trails.png)
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Pecatonica Prairie Trail
The Pecatonica Prairie Trail, formerly known as the Pecatonica Prairie Path, has been in operation since the mid-1970s and offers year-round access to hikers, bikers, and even cross-country skiers. Beginning at Tutty’s Crossing near Freeport and meandering east to Rockford through wetlands, remnant prairies, and meadows, travelers on the Pecatonica Prairie Trail will experience 32 bridge structures on a 10-foot wide, level grade, limestone path with asphalt surfaces in Pecatonica, Winnebago, Sumner Park, and the Sherman Underpass.
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Jane Addams Trail
The Jane Addams Trail offers a flat, 17-mile, paved and compact-aggregate surface perfect for low-intensity, high-volume walking and biking excursions.
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Badger State Trail
If you want to take your performance to the next level, continue north into Wisconsin on the Badger State Trail, accessible from the Jane Addams Trail. Trailheads at Tutty’s Crossing in downtown Freeport, Wes Block along the frontage of Highway 20, and in Orangeville offer maps and mileage locations to help you plan your route.
Lake Le-Aqua-Na State Park
Just north of Lena, Lake Le-Aqua-Na State Park offers equine and hiking trails that are mowed and maintained for easy access. The trails offer gorgeous views of the park’s on-site lake, adjacent farm fields, and varying topography. Enjoy the amenities offered in the park and book a campsite for your tent or RV to make a weekend of outdoor splendor.
Oakdale Nature Preserve
Oakdale Nature Preserve offers year-round opportunities for those looking for leisurely or more-intense exercise. Located just three miles south of Freeport on Baileyville Road, Oakdale Nature Preserve offers 133 acres and more than four miles of trails through forests and restored prairies and over streams. This wooded wonderland has many new amenities including a spacious picnic shelter, a nature-based playground, and trail enhancements and wayfinding signage. Fat-tire bikes especially love the varied terrain and cross-country skis and snowshoes for the winter months!
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Krape Park, Hideaway Park, Evangeline Forest Walk, and Dakota Nature Trail
Krape Park in Freeport, Hideaway Park in rural Pearl City, Evangeline Forest Walk in Davis, and Dakota Nature Trail in Dakota also offer trails up to one mile in length for a short stroll or low-impact outing.
Nothing says summer fun like family competition – especially in America’s favorite past time! Little Cubs Field is a great place for your next family adventure or special occasion. When the innings have run low, make your next stop at Manny’s Pizza across the street from the field to enjoy great pizza, tacos, and other fantastic menu items on the beautiful patio. Choose your next summer adventure in Freeport and Stephenson County!
A day away can be just as simple as wandering the beautiful streets of downtown Freeport exploring the local shops with your best girl group. Whether you are looking for something special or just interested in seeing what new things you can find to spark your style, choose to get away in downtown Freeport.
Stephenson County holds immense potential for your next outdoor adventure and celebratory refreshments afterwards! Oakdale Nature Preserve offers great off-road trails and prairie paths for all levels of riders. Head just a few miles north after your ride to Generations Brewing Co. for great craft beer and extended outdoor relaxation.
A family getaway in Freeport & Stephenson County is just what you need to enjoy the great outdoors and amazing local eateries. Choose Your Adventure in the fantastic parks and activities creating lasting memories for all ages.