A blue and white gazebo with purple flowers

Oshkosh Waterfront Bar

May 23rd will be our opening day. Regular hours Thursday – Sunday 11am-11pm until October 13th.
Open All week for EAA and Summer Holidays

A chair on a sidewalk by a body of water

From the Shores of Lake Winnebago

The Pioneer Inn & Marina stood for decades as an iconic Oshkosh location and the waterfront area has been reimagined to provide an incredible on-the-water experience for friends and family. Sometimes at Pioneer Island is a brand-new waterfront bar and a highlight of the beautiful Lake Winnebago waterfront that promises a one-of-a-kind experience for those who want to enjoy a cocktail on the water in the heart of the Fox Valley.

Featured Drinks

Cruise on into Sometimes at Pioneer Island this boating season, kick back and enjoy a refreshing summer cocktail, your favorite craft beer, or a glass of wine. Sometimes is a premier waterfront bar in Oshkosh, WI on the shores of Lake Winnebago and a short boat ride from the mouth of the Fox River. Sometimes, you just need to sit back, relax, kick your feet up, and enjoy a cold beer on a warm summer day right on the water – and Sometimes at Pioneer Island is the perfect place.

A glass with ice and a lime wedge
A glass with a straw filled with a red liquid

Food at Sometimes

At the Sometimes food truck, located at Pioneer Marina, we keep it simple and tasty. Serving up freshly grilled brats and juicy burgers, our menu is perfect for a quick, satisfying bite while you enjoy the best waterfront vibes in Oshkosh. Whether you’re craving a classic brat or a perfectly cooked burger, we’ve got you covered. Plus, stay tuned – more menu items are coming soon to satisfy every craving. Swing by for a delicious meal and let us fuel your next adventure at the island!

a red food truck parked on top of a grass covered field

Let’s Get Social

The Sometimes at Pioneer Island provides local residents with beautiful waterfront views, a fun atmosphere, a drink menu that includes all of your favorites, and gourmet food from a local food truck. Stop in at Sometimes at Pioneer Island – you do not want to miss out on this Oshkosh waterfront experience.
Connect with us on social media for information on events, specials, and more!