Make your life happening by enrolling to entertainment events in [CITY]. Find a partner through a salsa night or take your partner to live in concerts by upcoming bands in your town. Get high while playing Beer Pong in a pub crawl or attending stand-up comedy events in [CITY]. Shake your legs in the happy streets, zumba or dance workshops or go for a film screening in the nearby cafes or theaters.
Explore Entertainment Events in [CITY].
## Entertainment Events in Oskaloosa - **Event Name**: All Alumni Reunion - **Description**: Thankful Thursday in The Alley 6/11/26 6:00-8:00. City Band Concert in the bandstand 6/11/26 at 8:00. Friday After Five 6/12/26 5:00-9:00 on the town square. Music by Wicked Ways. Art on the Square 6/13/26 9:00-3:00 - **Interested Audience**: - Count: 314 - **Date**: Thu Jun 11 2026 at 06:00 pm – Sat Jun 13 2026 at 03:00 pm (-05:00) - **Event URL**: https://allevents.in/oskaloosa/all-alumni-reunion/200029434636356 - **Venue**: Oskaloosa Town Square - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy8yNzg2N2MyMjIxNWQ2MjIxNWE3ZTY2OTUxOGE1ZmRiYmQxOGZiNDFiOGY5ODYzYTNhMGMyNWVkZGYyMWRkMzliLXJpbWctdzY2MC1oNjYwLWRjZmZmZmZmLWdtaXI_dj0xNzc2Nzg3Nzgz.avif - **Categories**: music, entertainment, concerts, art ## Trending Events in Oskaloosa - **Event Name**: Pop-Up Park Picnic: Couple Date Night (Self-Guided) - Oskaloosa Area! - **Description**: Pop-Up Picnic in the Park Couple Date Night (Self-Guided) Watch sunset with fun digital activities over picnic!About this Eventhttps://youtu.be/3RnPhdEZLIIPOP-UP PICNIC IN THE PARK DATE NIGHT INCLUDES: - **Venue**: Edmundson Park - Recommended Park Venue or another park choice (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) - **Banner**: https://cdn-az.allevents.in/events7/banners/30a8c353f4b780d87250037000a20c2c58c485e45ae7e2d693cc0e6f43363884-rimg-w612-h408-dc46491c-gmir.jpg?v=1760170950 - **Event Name**: Sweet Corn Serenade - **Description**: Join us for a long-time favorite community event! Oskaloosa Main Street’s annual Sweet Corn Serenade brings over 3,000 people to downtown Oskaloosa for fresh-cooked sweet corn and live music. This year’s festival will happen July 23, 2026, from 12 PM – 9 - **Venue**: Oskaloosa City Park and Band Stand - **Banner**: https://cdn-az.allevents.in/events10/banners/5c86f69416d2b78b4a3970de9608acd72900131426f9c591fc7533d886ce2344-rimg-w1200-h600-dcefa51c-gmir?v=1776287688 - **Event Name**: 57th Annual Art on the Square - **Description**: Join us in downtown Oskaloosa on Saturday, June 13, from 9 a.m. to 3 p.m. for the 57th Annual Art on the Square. Spend the day shopping for art, enjoying live demonstrations, and experiencing the creativity that makes this event a community favorite. Stop - **Venue**: City Square Park - **Banner**: https://cdn-az.allevents.in/events9/banners/a8f260f68ecd288b564f566017648d7d3063929340e63152dece38885bcac5b3-rimg-w940-h788-dc2e396f-gmir?v=1776755531 - **Event Name**: All Alumni Reunion - **Description**: Thankful Thursday in The Alley 6/11/26 6:00-8:00. City Band Concert in the bandstand 6/11/26 at 8:00. Friday After Five 6/12/26 5:00-9:00 on the town square. Music by Wicked Ways. Art on the Square 6/13/26 9:00-3:00 - **Venue**: Oskaloosa Town Square - **Banner**: https://cdn-az.allevents.in/events9/banners/27867c22215d62215a7e669518a5fdbbd18fb41b8f9863a3a0c25eddf21dd39b-rimg-w660-h660-dcffffff-gmir?v=1776787783 - **Event Name**: Oskaloosa Corn Belt Showdown - **Description**: A five-night stretch of racing in the Hawkeye State features a midweek visit to Oskaloosa for the biggest Late Model race in Southern Iowa Speedway history! - **Venue**: Southern Iowa Speedway - Osky - **Banner**: https://cdn-az.allevents.in/events1/banners/3ed879726188c073f3e3fa8ff7fe6f27cf80470576c19edb176bc420e68883db-rimg-w1200-h800-dc030609-gmir?v=1776755464 - **Event Name**: Old Settlers Reunion ( Alleyway Crafted Flavors Food Truck Pink ) - **Description**: Hello Oskaloosa! We will be rolling out our PINK truck at this event! In the pink truck, we will be serving mouth-watering soft pretzels and All Beef Hot Dogs along with all kinds of pickles! We won't have our famous lemonade due to other vendors but we - **Venue**: Oskaloosa Old Settlers Reunion - **Banner**: https://cdn-az.allevents.in/events3/banners/dd648fbe0caa18cd20e1d974ec502cc8ee9d1e4b673af52079daaa1dd5e3c32e-rimg-w1200-h800-dce53274-gmir?v=1776776778 - **Event Name**: Thirsty Thursday BBQ & LIVE Music w/ Nick & Whikker - **Description**: Alright… if you miss this one, it’s not because you didn’t know. It’s because you made a bad decision. THURSDAY, APRIL 30 – WE'RE TURNIN' IT UP AND TAKIN' THE PARTY OUTSIDE! At the legendary Rock Island Tap! 🔥 Jason & Cherlynn Waite from Smokin Suck - **Venue**: Rock Island Tap - **Banner**: https://cdn-az.allevents.in/events5/banners/338b9ecb38e2a1955b780c9ecc912f42d5407997a1f3727d38132e0b7edc01a5-rimg-w1200-h675-dc050404-gmir?v=1776950727 - **Event Name**: Opening Day of OFP’s 2026 Season - **Description**: Help us kick off our 2026 season by joining us for lunch and dinner on Friday, May 1st! 🛻 Lineup: LUNCH (11 AM-2 PM): 🥔Dr. Spuds 🍖 Five Hawgs BBQ DINNER (5-8 PM): 🥔Dr. Spuds 🥙Karam’s Grill ⏰Come early! Trucks may sell out before their designated end - **Venue**: 415 2nd Ave W, Oskaloosa, IA - **Banner**: https://cdn-az.allevents.in/events2/banners/bf4aa29e8b8548c89407f90d87341ed2702ec2761cc13d0353044b74d73a70b9-rimg-w1200-h675-dc62a994-gmir?v=1776950725 - **Event Name**: Family Farm Day - **Description**: 🌾🚜 Family Farm Day is BACK at Waters Hardware! 🐓🌻 Mark your calendars for Saturday, April 25th from 9AM–3PM and bring the whole family out for a fun-filled day you won’t want to miss! 🐾 Meet adorable farm animals 🎨 Enjoy face painting & local vendor - **Venue**: 1007 Walnut St, Oskaloosa, KS 66066 - **Banner**: https://cdn-az.allevents.in/events5/banners/29f5770eb520cdd2884646189223f90ce697860f831e194776112c825ba8701e-rimg-w1200-h626-dc2da47a-gmir?v=1775854615 ## Browse Entertainment Events by Date - [Entertainment Events Today in Oskaloosa](https://allevents.in/oskaloosa/entertainment--today) - [Entertainment Events This Weekend in Oskaloosa](https://allevents.in/oskaloosa/entertainment--this-weekend) - [Entertainment Events in April in Oskaloosa](https://allevents.in/oskaloosa/entertainment--april) - [Entertainment Events in May in Oskaloosa](https://allevents.in/oskaloosa/entertainment--may) ## FAQs - **Q**: What are the top Entertainment events in Oskaloosa? - **A:** All Alumni Reunion (Thu Jun 11 2026 at 06:00 pm at Oskaloosa Town Square). - **Q**: How can I find Entertainment events in Oskaloosa? - **A:** You can discover upcoming Entertainment events in Oskaloosa on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Entertainment events in Oskaloosa? - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets. - **Q**: What are the popular venues for Entertainment events in Oskaloosa? - **A:** Some popular venues hosting Entertainment events in Oskaloosa include Oskaloosa Town Square. - **Q**: Who are the top organizers for Entertainment events in Oskaloosa? - **A:** Popular organizers hosting Entertainment events in Oskaloosa include The Alumni of Oskaloosa HS. - **Q**: Are there any online Entertainment events available? - **A:** Yes, many Entertainment events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere. - **Q**: How can I get notified about new Entertainment events in Oskaloosa? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Oskaloosa. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Pella](https://allevents.in/pella/entertainment) - [Entertainment events in Delta](https://allevents.in/delta-ia/entertainment) - [Entertainment events in What Cheer](https://allevents.in/what-cheer/entertainment)