Sometimes at Pioneer Island

Sometimes at Pioneer Island 🌴 Island vibes on Pioneer Island
🍹 Cold drinks | 🛥️ Waterfront views
🎶 Live music every weekend
📍1000 Pioneer Dr, Oshkosh, WI
⏰ Open Thurs–Sun, 11 AM–11 PM

We're more than just a bar; we're an experience. Nestled on the picturesque Pioneer Island, we offer a unique blend of chilled drinks, fresh air, and an unforgettable marina vibe. Kick back with a cold beer in hand as you watch boats drift by on the serene waters. With panoramic sunset views, you're in for a visual treat! Whether you're a boating enthusiast, a cocktail aficionado, or just someone looking to escape the hustle and bustle of daily life, we've got a seat with your name on it!

Your four-legged friend called and they want you to come to Hair of the Dog at Sometimes! Join us Saturday morning for ...
08/12/2026

Your four-legged friend called and they want you to come to Hair of the Dog at Sometimes! Join us Saturday morning for some pup fun, island drinks, and food!

We will open a half hour early for your pups to make some new friends (remember to have them leashed!), and then the humans can make some new friends and start your weekend off right! 🐶🦎

Guess who’s open tomorrow!? Those who guess correctly and show up to say hi get a free lizard in their drink!! ☀️🦎🕚Wedne...
08/11/2026

Guess who’s open tomorrow!?

Those who guess correctly and show up to say hi get a free lizard in their drink!! ☀️🦎

🕚Wednesday 2-Close
🍺$2 Old Styles
☀️83 and sunny
📍1000 Pioneer Dr Oshkosh, WI

08/10/2026

Who came and saw us at XRoads41!?! We couldn’t have had more fun!

Oshkosh is absolutely the place to be this Summer 🦎🎶

Our Summer keeps getting better and better- thanks to you!!Thank you to everyone who stopped by and spent part of your w...
08/10/2026

Our Summer keeps getting better and better- thanks to you!!

Thank you to everyone who stopped by and spent part of your week/weekend with us! Here are your weekly winners! Remember to stop in this coming week, let the staff know your photo was featured, and your first cold one is on us!!

📸 Reminder for our weekly feature!

Every Monday, we’ll pick 4 photos from customers who tagged us in their photos at Sometimes and share them on our page.

If your photo is selected, stop in starting Thursday of that week and we’ll have a Sometimes koozie filled with your favorite cold beverage waiting for you—on us!

Tag us in your posts, stories, and photos. We love seeing Sometimes out in the wild.

We feel like all Sundays should start with a good Bloody Mary!! We are open and ready for you 🎶🦎🕚11-11🍔12-8🎶KO’s Roadsho...
08/09/2026

We feel like all Sundays should start with a good Bloody Mary!!
We are open and ready for you 🎶🦎

🕚11-11
🍔12-8
🎶KO’s Roadshow Kevin Otto 2-5
🧉Sunday Funday libations
📍1000 Pioneer Dr Oshkosh, WI

Hello Saturday!!! Live music ✔️Beautiful weather ✔️Stunning Lake Winnebago views ✔️Sawyer behind the bar ✔️See you soon!...
08/08/2026

Hello Saturday!!!
Live music ✔️
Beautiful weather ✔️
Stunning Lake Winnebago views ✔️
Sawyer behind the bar ✔️

See you soon!

🕚11-11
🥨12-8
🍹Island cocktails and mocktails
🎶Joe & Jannis 3-6
📍1000 Pioneer Dr Oshkosh, WI

Day three of XRoads41 is here and we are ready!!Come say hi at the Campground Hub or Sometimes Stage in the grounds!
08/08/2026

Day three of XRoads41 is here and we are ready!!
Come say hi at the Campground Hub or Sometimes Stage in the grounds!

Looking to get an island cocktail before going to XRoads41!? Good news! Meet at Sometimes, and catch the shuttle!! 🕚11-1...
08/07/2026

Looking to get an island cocktail before going to XRoads41!? Good news! Meet at Sometimes, and catch the shuttle!!

🕚11-11
🐟Friday Fish Fry 12-8
🍺$2 Old Styles
🚌XRoads Shuttle stop (3:45 and 5:45)
📍1000 Pioneer Dr Oshkosh, WI

08/07/2026

POV: You just entered the Main Gate at XRoads41 and are looking for the Sometimes Stage! Stop by and say Hi! It’s always good vibes at Sometimes 🎶🍺

Happy hour starts soon, the Brewers are on, and the weather is perfect!!! Come spend your pre-weekend with us at Sometim...
08/06/2026

Happy hour starts soon, the Brewers are on, and the weather is perfect!!! Come spend your pre-weekend with us at Sometimes!

🕚11-11
🥨12-8
♟️Yard games
📍1000 Pioneer Dr Oshkosh, WI

Address

1000 Pioneer Drive
Oshkosh, WI
54902

Opening Hours

Thursday 11am - 11pm
Friday 11am - 11pm
Saturday 11am - 11pm
Sunday 11am - 11pm

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