Visit Oregon, IL

10/15/2026

Oregon in the Fall is postcard-worthy!

Rolling hills and the banks of the Rock River are ready to greet you in Oregon. Pack your hiking boots and explore one of the three state parks—or take a drive down country roads and for breathtaking views of the Rock River, with the Black Hawk statue is nestled amongst the trees overlooking the town.

There’s something for everyone in Oregon. Which trail will you take?

10/08/2026

All trails lead to Oregon, IL!

Terry Schuster with the City of Oregon, Illinois got on WROK 1440 AM and 96.1 FM to share all things Oregon. Stroll the historic courthouse square, take in the Rock River views and the Blackhawk statue, see the fall colors along the river bluffs, and eat at one of 30 restaurants.

Don't miss one of Oregon's biggest events of the year: the Candlelight Walk, Saturday, November 28, from 3 to 8 pm in downtown Oregon. Enjoy the tree lighting, horse-drawn rides, shopping, Santa, and old-fashioned holiday fun!

Hear the full interview and get all the news: https://visitoregonil.com/news

10/06/2026

Holidays are better with White Pine Mercantile and Oregon, IL.

White Pine Mercantile's Holiday Open House:

Friday, November 6 | 10am–5pm
Saturday, November 7 | 10am–4pm
Sunday, November 8 | 11am–3pm

302 W. Washington, Oregon, IL

Experience the magic of holiday shopping in downtown Oregon. Festive finds, local charm, and pure holiday spirit await.

While you're in town, don't miss the Candlelight Walk on Saturday, November 28 in Downtown Oregon. Make a day of it and explore everything Oregon, IL has to offer.

All Trails Lead to Oregon, IL!

https://visitoregonil.com

10/02/2026

Autumn on Parade weekend is the perfect time to pair great local music with the fall festivities. Here's where you can catch live performances around town:

FRIDAY, OCTOBER 2:
EJ Kane at TIPSY HOG | 7-10pm
Korey Peppers at Breakers Saloon and Eatery | 7pm

SATURDAY, OCTOBER 3:
Jason Tomasino at Ogle County Brewery | 3-6pm
Riplock at Tipsy Hog | 6-9pm

SUNDAY, OCTOBER 4:
Isaac Mathews at Taft’s Tavern | 3-6pm
Korey Peppers at Ogle County Brewery | 3pm

Grab a friend, explore the festival, and let the music carry you from stop to stop.

All Trails Lead to Oregon, IL!

09/30/2026

All Trails Lead to Oregon, IL.

Join us for the 56th Annual Autumn on Parade on October 3-4 downtown Oregon, IL. Experience more than 200 handmade vendors, delicious festival food, live entertainment, a free Fun Zone, the Olde English Faire, classic cars and tractors, and one of Northern Illinois' biggest parades.

Looking for live music this weekend? Our friends at the TIPSY HOG are hosting a special Saturday night show with Riplock on October 3rd from 6 PM to 9 PM. Grab your friends and celebrate autumn in Oregon, IL!

Kick off Autumn on Parade weekend with us at TIPSY HOG! 🍁🍻

​We’ve got the incredibly talented EJ Kane Music taking the stage this Friday night. Grab a cold drink, bring your crew, and let’s get the weekend started right! 🎸🔥

​📍 Where: Tipsy Hog (Oregon, IL)
🗓️ When: Friday, October 2nd
⏰ Time: 7:00 PM – 10:00 PM

​Tag who you're bringing in the comments, and we'll see you there! 🎶👇

​

09/28/2026

This weekend All Trails Lead to Oregon, IL!

Join us for the 56th Annual Autumn on Parade on October 3-4 in downtown Oregon, IL. Experience more than 200 handmade vendors, delicious festival food, live entertainment, a free Fun Zone, the Olde English Faire, classic cars and tractors, and one of Northern Illinois’ biggest parades. Grab your family and your friends —this is one fall adventure you won’t want to miss.

09/25/2026

Next weekend: All Trails Lead to Oregon, IL.

Autumn on Parade is returning to Oregon, Illinois on October 3rd & 4th for a weekend full of fall fun! Enjoy the vibrant craft & farmers market, classic car & tractor shows, delicious food court, family activities, and so much more. Don't miss the highlight of the weekend — the 56th annual Harvest Time Parade stepping off at 1:00 PM on Sunday, October 4th, themed "Autumn Antics"! This free, family-friendly festival brings thousands together for parades, live entertainment, and community spirit in downtown Oregon. Whether you're a local or visiting from out of town, it's the perfect way to celebrate the season!

Adventure awaits. Come see why visitors keep coming back for more at: visitoregonil.com.

09/25/2026

All Trails Lead to Oregon, IL this fall… and this one is pure Autumn Antics! 🎬🍂

We’re talking the 56th Autumn on Parade — October 3-4 in downtown Oregon!

Join us for:

🎁 200+ handmade vendors
🍴 Delicious festival food
🎵 Live entertainment
🎡 A FREE Fun Zone
🏰 The Olde English Faire
🚗 Classic cars and tractors
🎉 One of Northern Illinois’ biggest parades!

Whether you follow the scenic roads from Chicago, Naperville, or Rockford… All Trails Lead to Oregon, IL.

09/25/2026

Whether you're passing through or you've called Oregon home your whole life, Oregon, IL VFW Post 8739 and Mess Hall is where good food and good company are waiting. They are open 6 days a week with something new every night:

🎱 Monday – Lightning Bingo + Country Line Dance Lessons with Erin!�
🍗 Tuesday – Chicken Night �
🎯 Wednesday – Bingo Night �
🧠 Thursday – Trivia Night �
🐸 Friday – Frog Leg Night �
🥪 Saturday – Lunch Special starting at 11 AM

Come for the food, stay for the friends — and help us keep serving the community that serves us. All Trails Lead to Oregon, IL.

Lot's Going on at 8739!