Events

Freeport is bustling with events and activities that can satisfy nearly every interest - or even help to find new ones.


Freeport Area Women's Connection Brunch (January - December)
Eagles Club
Freeport, IL

Women and men are invited to this monthly brunch which features a speaker, music and a special feature. Reservations required. 

Remaining Dates

  • May 17
  • June 21
  • July 19
  • August 16
  • September 20
  • October 18
  • November 15
  • December 20

Learn more.


First Friday Family Flicks (May - September)
Union Dairy/ Lincoln-Douglas Debate Square
Freeport, IL

Enjoy a free family movie the first Friday of every month throughout the summer hosted by Union Dairy! 

Schedule:

  • May 5: "Trolls"
  • June 2: "Alice Through the Looking Glass"
  • July 7: "Moana"
  • August 4: "E.T."
  • September 1: "The Nightmare Before Christmas"

Learn more.


Freeport Farmers Market (May 13 - October 7)
721 W. South Street (CVS Parking Lot)
Freeport, IL

A fabulous variety of locally grown produce as well as a scrumptious selection of home-baked treats in a festive market atmosphere.

Learn more.


Stephenson County Farmers Market (May 13 - October 31)
1805 S. West Avenue ( Logan's Bar & Grill Parking Lot)
Freeport, IL

Enjoy this farmers market offering fresh produce, home-baked goods, local honey and more.

Learn more.



Pretzel City Farmers Market (May 19 - September 15)
Lincoln-Douglas Municipal Parking Lot
Freeport, IL

On the first and third Friday of each month, shop for fresh and locally grown foods as well as hand-crafted items. Plus enjoy local artists and musicians, and a beer tasting area.

Learn more.


Wish You Were Here Exhibition (May 26 - August 11)
Freeport Art Museum
Freeport, IL

Featuring artists of the Momentum Art Guild. In today’s world of ever-changing technology and social media, the art of postcard and letter writing has largely gone by the wayside. This exhibition acknowledges these changes with a salute to “postcards” as throwback to the days when taking vacations, seeing the world and communicating with loved ones was just as much a part of the adventure as the actual act of traveling. The title, “Wish You Were Here”, relates back to one of the common phrases that often accompanied postcard and letter messages. However, at the same time, the phrase alludes to the idea that with so much social media bombarding our everyday lives, we might wonder how many of us wish we could break away. Free, but donations appreciated.

Learn more.


Lena Farmers Market (May 27 - October 14)
100 W. Main
Lena, IL

Enjoy this seasonal farmers market featuring a large variety of fresh, locally grown produce and locally made baked goods.

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Highland Farmers Market (June 7 - Oct 4)
Highland Community College, Parking Lot C
Freeport, IL

This midweek farmers market offers a large array of fresh produce that is locally grown as well as baked goods and farm fresh eggs.

Learn more.



Music at Debate Square (August 3)
Lincoln-Douglas Debate Square
Freeport, IL

Local musicians give performances at the historic Lincoln-Douglas Debate Square in downtown Freeport.

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Music on Chicago (August 4)
Downtown Freeport
Freeport, IL

Freeport Downtown Development Foundation hosts live music in historic downtown Freeport, Illinois.

  • August 4: 80's night

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48th Annual Threshing and Antique Show (August 4, 5, 6)
Stephenson County Fair Grounds
Freeport, IL

Enjoy a variety of agricultural and industrial equipment, including antique tractors, steam traction engines, horse-powered agricultural machines, stationary engines, and much more in this three day celebration of the machines that helped America's growth.

Learn more.


Taste of Lena (August 5)
Downtown Lena
Lena, IL

From 10am to 4pm, downtown Lena will be filled with live music, a car show, food and drinks.


Freeport Choral Society Summer Concert (August 6)
Keonig Theater
Freeport, IL

Join the Freeport Choral Society for their Annual Summer Concert "That's Entertainment" at 7:00pm in the Keonig Theater at Krape Park. Free Admission.

Learn more.


Pearl City Kid's Fest 2017 (August 6)
Route 73 Brew and Chew
Pearl City, IL

Enjoy a full day of fun for the kids including games, food, prizes, and more. Sponsored by Brew & Chew, the Pearl City Fire Department, and the Pearl City Park District.


Cruise Night (August 12)
Downtown Freeport
Freeport, IL

Over 1,000 classic cars and hot rods ‘cruise’ through downtown Freeport during this traditional Freeport event, complete with friends, families, food, and music.

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Brews Cruise (August 13)
Freeport Bicycle Company
Freeport, IL

Enjoy a mixed terrain ride around 50-60 miles with stops at Wishful Acres, Lena Brewing, and finishing the day at Generation Brewing Co.

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Spencer Tracy Film Festival (August 18-20)
Lindo Theatre
Freeport, IL

  • Fri, August 18/ 1pm: "Cass Timberlane"
  • Sat, August 19/ 1pm: "Guess Who's Coming to Dinner?"
  • Sun August 20/ 1pm: "Pat and Mike"

Learn more.


5th Annual Cruisin' to the Dairy Car Show (September 2)
Union Dairy
Freeport, IL

Join Union Dairy in celebrating classic cars, hot rods, and the good old days, September 2, 2017.

Learn more.


Art in the Park (September 3)
Krape Park
Freeport, IL

This exciting event features activities throughout the park: fine art displays, performing arts, demonstrations of various art media,  and children’s hands-on activities.  Experience outdoor cuisine at various food vendors on site.

Learn more.


Lena Lions 67th Annual Fall Festival (September 8-9)
Downtown Lena
Lena, IL

Enjoy carnival rides, games, food, stage entertainment, a parade, and raffle tickets for a new car in beautiful Lena, Illinois.


Paint the Port (September 15)
Downtown Freeport
Freeport, IL

Squares of the Chicago Avenue in downtown Freeport are blocked off to be painted by individuals and organizations. Anyone can "Paint the Port." Registration for a square is $15.

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Tour de Freeport (September 16)
Jane Addams Trail
Freeport, IL

The Freeport Art Museum, PHK Bicycles, Freeport / Stephenson County Visitors Bureau and Freeport Downtown Development host an artistic bike tour of Freeport for all ages, including a seven-mile bike ride with art installations along the route.  September 16, 2017 9am - 12 pm Tutty's Crossing Trailhead, 250 E. Stephenson Street, Freeport.

Learn more.


Pretzel City Brewfest (September 16)
Downtown Freeport
Freeport, IL

Enjoy the best of local and regional craft beer at the Pretzel City Brewfest, hosted by the Freeport Downtown Development Foundation. General admission and VIP tickets available.

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Paddle the Pecatonica (September 16-17)
Pecatonica River
Freeport, IL

Explore the beauty of the Pecatonica River with the Friends of the Pecatonica River. There will be two 3 mile kayak tours from Tutty's Crossing Trailhead in downtown Freeport to the VFW. You do not need to be an experienced kayaker to participate.

Learn more.


Black Diamond Music Festival 2017
Krape Park
Freeport, IL

Join Black Diamond Music Studio and Sales for a fun day of music in the park.

Learn more.