Okoboji is a summer destination that surprises people. The shimmering blue lakes, the vibrant small-town atmosphere, and the fresh energy that rolls in with the warm breeze all combine to create a place ideal for reconnecting. Couples come here for lake views, elegant dining, sunshine, and outdoor adventures. There are so many fun things to do in Okoboji, but there’s also an unexpected sense of peace and nostalgia, like how summer vacation used to feel before everything got busy.
There’s a timeless charm to Okoboji. Whether you’re sharing a walk along the shoreline, catching a live performance, or grabbing drinks with a view, the days feel longer here in the best way. The whole area invites you to slow down. And when the sun sets, the lakes glow with soft light, making it a perfect place to end the day with someone you love.
When it comes to upscale hotels in Okoboji, The Oakwood Inn stands out. As an adults-only boutique hotel set on beautifully landscaped grounds, we’re set back from the busy shores of the lake. Our rooms are stylish and quiet, with thoughtful details that make you feel cared for. We offer a romantic bed and breakfast experience, meaning you start each morning with a delicious homemade meal before heading out to explore all of the best things to do in Okoboji. Our Inn is not just a place to stay—it’s a place to relax and reconnect. Book your lodging today!

The Best Things to do in Okoboji this Summer
Summer in the Iowa Great Lakes Region brings life to the lake and the surrounding community; there are so many great things to do in Okoboji. There are concerts and farmers markets, boating and biking, and just enough small-town charm to keep things personal. It’s a getaway that feels both exciting, easygoing, and full of promise for a relaxing trip.
Here are the 10 best things to do in Okoboji this summer:
- Embark on an exciting adventure by hopping on a boat and exploring the stunning chain of the Iowa Great Lakes. Whether you choose to rent your own vessel or join a guided cruise to learn about the area’s history and ecology, this experience offers unparalleled views of the calm waters and surrounding landscapes—it’s truly one of the best things to do in Okoboji this summer!
- For a taste of the local arts scene, catch a live performance at the Okoboji Summer Theatre. This beloved venue is known for its exceptional productions, showcasing talented actors in a cozy setting that makes every seat feel close to the action.
- Don’t miss a visit to the Pearson Lakes Art Center, a vibrant hub for creativity. Here, you can explore a variety of rotating exhibitions featuring local and regional artists. Join an art class to unleash your creativity, or enjoy live music and film events.
- The Dickinson County Nature Center is a must-see for those who wish to connect with nature. This expansive area features scenic walking trails that wind through lush landscapes and interactive exhibits designed to educate visitors about the local ecosystem.
- Spend a blissful beach day at Arnolds Park Amusement Park, where you can soak up the sun, swim, and relax on beautiful sandy shores. Afterward, take a nostalgic ride on the classic wooden roller coaster that adds a touch of thrill to your day, or enjoy live music performances, always one of the most popular things to do in Okoboji.
- A leisurely afternoon can be spent browsing through local boutiques, art galleries, and charming antique shops throughout the Okoboji area. Each shop offers unique treasures and one-of-a-kind finds that make for perfect souvenirs or gifts, all while supporting local artisans and businesses.
- Enjoy an elegant meal at one of the lakeside restaurants for some delightful dining. The ritual of dockside dining during the summer is a highlight, allowing you to savor delicious meals against the backdrop of breathtaking sunset views while enjoying refreshing cold drinks.
- For the more adventurous, rent bikes and traverse the scenic Iowa Great Lakes Trail. This well-maintained pathway offers ample opportunities for exploration and features numerous picturesque spots perfect for pausing to capture photos or enjoy a quick snack under the shade of trees lining the route.
- If you’re a fan of local beverages, plan a visit for a wine tasting at Round Lake Vineyards, where you can sample the region’s wines made from locally grown grapes. Alternatively, head to West O Beer, a local brewery just minutes from the lakes, to enjoy a flight of their craft beers in a relaxed atmosphere.
- Finally, as the day winds down, take a quiet walk along the shore or glide across the water in a kayak. Experience the sunsets in Okoboji—these moments are nothing short of spectacular, with golden hues painting the sky, leaving you with lasting memories of your wonderful day in this picturesque area.

One of the Most Upscale Hotels in Okoboji
From the moment you arrive at The Oakwood Inn, you’ll feel the difference. Our property is tucked just far enough off the main road to feel like a true retreat, yet everything you want to experience is close by. The grounds are filled with gardens, cozy nooks, and a gazebo perfect for reading or sipping coffee in the morning. It’s the kind of place where you feel unrushed, especially in the evening, by the outdoor fire pit and great adult company.
Inside, our 13 guest rooms are designed with comfort in mind. Think plush bedding, fireplaces, jetted tubs, and private balconies. You can pour a glass of wine, open the windows, and hear the breeze move through the trees. It’s quiet here—just the sound of your weekend unfolding exactly how you want it to.
Each morning starts with a breakfast made from scratch and served in the dining room or on the patio when the weather is right. It’s more than just a meal—it’s a moment to slow down and savor something homemade together. Whether you’re planning an adventure filled with all of the best things to do in Okoboji or looking forward to another day of relaxation, as one of the most upscale hotels in Okoboji, our Inn gives couples a place to feel at home in the lap of luxury. Book your lodging today!