The Iowa Great Lakes Trail gives you an excellent way to explore the Okoboji area on two wheels. This paved path connects many of the region’s most popular spots, making it one of the top things to do in Northwest Iowa. You can ride along the lakes, pass through small towns, and hop off when something catches your eye. The Dickinson County Trail system in Okoboji is part of the Iowa Great Lakes Trail and is a great segment to explore.
The main “Spine Trail” runs north and south from Milford to the Minnesota state line. This trail system continues to grow, currently about 40 miles long, giving you more miles to cover each year and more reasons to return. It’s one of the best bike trails because of its easy access to the lakes in Iowa and scenic views. You can start in one town and plan stops for coffee, lunch, or time by the water.
When you plan your ride, where you stay is all part of the adventure! Choosing an adults-only Bed and Breakfast in Iowa, like The Oakwood Inn, gives you a quiet place to recharge after a full day outside. You can wake up to a fresh, hearty breakfast, get local tips on the best trail access points, and return to a comfortable room at the end of your ride. Best yet, you’ll be just steps away from a fantastic starting point for the Iowa Great Lakes Trail experience. Book your lodging today!

Explore the Iowa Great Lakes Trail
The Dickinson County Trails system gives you access to one of the most connected and easy-to-navigate trail networks in the region. When you explore the Iowa Great Lakes Trail and surrounding routes, there are miles of paved trails that link Arnolds Park, Okoboji, Spirit Lake, and Milford.
As experienced cyclists know, rails-to-trails designs mean a smooth, level ride. Old railroad corridors have been converted into wide paved paths that work well for biking, walking, and even casual runs. There won’t be steep climbs or rough terrain. This makes the system approachable for beginners while still offering enough distance for experienced riders who want to log more miles.
One of the strongest features of the Dickinson County Trails system is its direct connection to things to do in Okoboji. Along the way, you will pass lakeshore views, local parks, restaurants, coffee shops, and public beaches. You can stop for lunch in Arnolds Park, take a break near West Okoboji Lake, or explore Spirit Lake without going far from the trail. The trails are not just for biking. You will see walkers, runners, and families using the same paths. The width of the trails allows for easy passing, and the steady flow of people creates a welcoming environment.
The Iowa Great Lakes Trail acts as the backbone of the system. It continues to expand, with new segments added to improve access and close gaps between towns. As more sections open, you gain the ability to ride longer distances without interruption. Many crossings are clearly marked, and the trails are separated from traffic in most areas. Trailheads and parking spots are easy to find, which helps if you want to start your ride at a specific point. You can choose a route that fits your schedule, whether that means a quick morning ride or an afternoon spent exploring multiple towns.
If you are searching for the best Iowa bike trails that offer both convenience and variety, this system gives you a strong reason to bring your bike and start exploring. Of course, we have to mention RAGBRAI! One of the most anticipated cycling events is coming up soon. The Register’s Annual Great Bicycle Ride Across Iowa is the oldest, largest, and longest recreational bicycle touring event in the world. This July, the route is south of Okoboji, but it’s such a celebrated bike ride in the Buckeye State!

Stay at the Best Bed and Breakfast in Iowa
At our Bed and Breakfast in Iowa, you’ll be right next to the Dickinson County Trail system, so you can start your ride with ease each morning. You step outside, get on your bike, and connect to one of the best bike trail networks in the region. We also have secure on-site bike storage, so you know your gear is safe and ready for the next ride. If you’re not coming with biking gear, the trails are also ideal for easy strolls and dog walks. Each day begins at our B&B with a hearty breakfast that gives you the energy you need for miles on the trail.
After a full day exploring the Iowa Great Lakes Trail and nearby routes, you’ll return to a quiet and comfortable guest room. Make use of our shared spaces, including the lovely outdoor fireplace or our den with a pool table and games. If you want a Bed and Breakfast in Iowa that supports an active getaway while still giving you space to relax, The Oakwood Inn fits that plan well. Book your lodging today!