Entertainment events in Oshkosh

Check out happening entertainment events all around Oshkosh, WI

XRoads41 2026

 Wed, 05 Aug at 09:00 am 2535 W Ripple Ave, Oshkosh, WI, United States, Wisconsin 54904

Lainey Wilson in Oshkosh

 Fri, 07 Aug at 07:00 pm XRoads41 | The Crossroads of Here & There

Lifest 2026

 Thu, 09 Jul at 10:00 am Sunnyview Fairgrounds and Expo Center

Little River Band in Oshkosh

 Thu, 20 Aug at 08:00 pm Leach Amphitheater

Oshkosh Jazz Festival 2026

 Sat, 29 Aug at 12:30 pm Downtown Oshkosh, Oshkosh, WI, United States, Wisconsin 54901

Party on the Point @ Sometimes | Road Trip Live

 Sat, 27 Jun at 07:00 pm 1000 Pioneer Drive, Oshkosh, WI, United States, Wisconsin 54902

Mac 'n Brew

 Thu, 14 May at 06:00 pm Oshkosh Arena

🎉 Children’s Day Parade & Community Celebration

Sat, 01 Aug at 10:00 am South Park, 1300 Georgia St, Oshkosh WI

Waterfest featuring Little River Band

 Thu, 20 Aug at 05:45 pm Leach Amphitheater

B2wins– Farewell to the Grand (for now)

 Sat, 25 Apr at 07:00 pm 100 High Ave, Oshkosh, WI, United States, Wisconsin 54901

43rd Annual Nekimi Mini Mud Run & Community Picnic

 Sat, 11 Jul at 12:00 pm 3790 Pickett Rd, Oshkosh, WI 54904-6208, United States, Oshkosh, WI

Spring Fling Drag Queen Bingo

 Fri, 08 May at 06:30 pm The Howard

Festival of Spring 2026

 Sat, 16 May at 09:00 am 1410 Algoma Blvd, Oshkosh, WI, United States, Wisconsin 54901

Opening Day - New Menominee Park Train!

 Sat, 23 May at 10:00 am Menominee Park Zoo

Annual Oshkosh Century Bike Ride

 Sun, 28 Jun at 06:00 am Oshkosh YMCA

Lifest: KB & Josiah Queen - Friday

 Thu, 09 Jul at 06:00 pm Sunnyview Fairgrounds

Petra in Oshkosh

 Fri, 24 Apr at 07:00 pm Calvary SonRise Oshkosh - Calvary Chapel Oshkosh

Potty Mouth Pride Party

 Sun, 14 Jun at 04:00 pm 927 Oregon St, Oshkosh, WI, United States, Wisconsin 54902

Tribe Vibes 2026

 Fri, 15 May at 02:00 pm 139 High Ave Oshkosh WI

Paint with Cats

Sun, 12 Apr 927 Oregon St, Oshkosh, WI, United States, Wisconsin 54902

Leanna Crawford in Oshkosh

 Fri, 10 Jul at 03:00 pm Sunnyview Expo Center

GIMME GIMME DISCO!

 Fri, 01 May at 07:00 pm The Gibson Social Club USD 24

Party on the Point @ Sometimes | Ask Your Mother Live

 Sat, 05 Sep at 06:30 pm 1000 Pioneer Drive, Oshkosh, WI, United States, Wisconsin 54902

Copper Box at Sometimes at Pioneer Island’s Oktoberfest

 Sat, 19 Sep at 06:00 pm Sometimes at Pioneer Island

2026 Gala to Benefit the Visual and Performing Arts

 Fri, 01 May at 06:00 pm The Waters

The Super Pickle: A Hilarious Pickleball Musical Parody

 Sat, 02 May at 03:00 pm 100 High Ave, Oshkosh, WI, United States, Wisconsin 54901

becket's presents: The Stumble Brothers

 Sat, 23 May at 08:00 pm 2 Jackson St, Oshkosh, WI, United States, Wisconsin 54901

Phantom of the Opera (2004) at the Time!

Sat, 25 Apr at 07:00 pm Time Community Theater

Mutts Gone Nuts

 Fri, 15 May at 06:00 pm Grand Opera House - Oshkosh USD 41 to 48

SGL @ Dockside

 Sat, 08 Aug at 07:00 pm Dockside Tavern

Kate Voss & the Hot Sauce

 Fri, 01 May at 08:00 pm 2 Jackson St, Oshkosh, WI, United States, Wisconsin 54901

SMASHING the Stigma: A Mental Health Event

 Sat, 02 May at 07:00 pm 927 Oregon St, Oshkosh, WI, United States, Wisconsin 54902

150 Year Anniversary Celebration!

Sat, 13 Jun at 11:00 am 2840 Bradley St, Oshkosh, WI

B2wins

 Fri, 24 Apr at 06:00 pm Grand Opera House - Oshkosh

Luma Knotty at Dockside Tavern

 Sat, 29 Aug at 07:00 pm Dockside Tavern

15th Annual Veterans Benefit and Ride

Sat, 06 Jun at 08:00 am 4715 Sherman Road, Oshkosh, WI

Vice Versa Rocks EAA SOS Bros.Tent!

 Sat, 25 Jul at 08:00 pm SOS Bros. Beer Tent at Oshkosh

Oshkosh Area Community Pantry Fundraiser at Barley & Hops

 Sat, 29 Aug at 11:00 am Barley & Hops Pub and Beer Garden

Kate Voss & the Hot Sauce

 Fri, 12 Jun at 08:00 pm 2 Jackson St, Oshkosh, WI, United States, Wisconsin 54901

WrestleBash 2: Back to the Bash

 Sat, 25 Jul at 05:00 pm Fifth Ward Brewing Company

Sometimes at Pioneer Island Opening Day

 Thu, 21 May at 11:00 am 1000 Pioneer Drive, Oshkosh, WI, United States, Wisconsin 54902

Belonging

 Sun, 26 Apr at 03:00 pm 1010 Algoma Blvd, Oshkosh, WI 54901, United States

Hat or Tote Burning Workshop at Fire Escape

Fri, 15 May at 06:00 pm Fire Escape

Eight Second Ride@Brews by the Waterside(Rainbow Park) Oshkosh, Wi. Tues Aug 11th 5-9pm

 Tue, 11 Aug at 05:00 pm Rainbow Park

Catalyst: An impetus for change.

 Sat, 30 May at 04:00 pm Electric Lounge

Model Citizens @ Mabel Murphy's

 Sat, 09 May at 07:00 pm Mabel Murphy's - Oshkosh

Pocket Kings @ beckets

 Fri, 22 May at 08:00 pm 2 Jackson St, Oshkosh, WI, United States, Wisconsin 54901

The Glass Menagerie

Thu, 07 May at 07:00 pm Oshkosh Masonic Center

Sometimes at Pioneer Island, OshKosh

Sun, 13 Sep at 02:00 pm Sometimes at Pioneer Island

Naughty Monkey @ The SOS Brothers Beer Garden EAA

 Wed, 22 Jul at 07:00 pm SOS Bros. Beer Tent at Oshkosh

Naughty Monkey @ Mabel Murphy's

 Fri, 08 May at 07:00 pm Mabel Murphy's - Oshkosh

The 2026 Morgan Masterpiece Horse Show

 Thu, 16 Jul at 08:00 am Sunnyview Exposition Center

Sommer Loars Ordination and Installation

Sun, 17 May at 02:00 pm Peace Lutheran Church

Sometimes at Pioneer Island | Kylar & Seth James Baumgart (Live Music)

 Fri, 22 May at 05:00 pm Sometimes at Pioneer Island

Vice Versa @Anjie's Bar!

Sat, 20 Jun at 06:00 pm Anjie's Bar

7th/8th Grade Band Spring Concert

 Thu, 30 Apr at 07:00 pm 1401 Kentucky St, Oshkosh, WI

Phantom of the Opera (1925) at Friday Fright Night!

Fri, 24 Apr at 07:00 pm Time Community Theater

School's Out for Summer!

 Thu, 04 Jun at 03:00 pm 1000 Pioneer Drive, Oshkosh, WI, United States, Wisconsin 54902

2026 Summer Dance Camp

 Mon, 01 Jun at 03:45 pm 219 State St, Oshkosh, WI

Breakfast Bingo!

 Thu, 23 Apr at 09:00 am 1047 N Washburn St, Oshkosh, WI 54904

Live music with One Lane Highway

Fri, 01 May at 06:00 pm 1710 Oshkosh Ave, 54902

Caleb and Emily @ Sometimes @ Pioneer Island

 Fri, 03 Jul at 06:00 pm 1000 Pioneer Dr, Oshkosh, WI 54902

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

 Thu, 27 Nov at 07:00 pm Oshkosh Free