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Middletown
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Events and Things to do in Middletown, IL

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Touch a Truck, Ride a Train 2026
Sat, Jul 25, 11:00 AM + 2 more
Monticello · Monticello Railway Museum Nelson Crossing
Touch a Truck, Ride a Train 2026
Sat, Jul 25, 11:00 AM + 2 more
Monticello · Monticello Railway Museum Nelson Crossing
Railroad Days 2026
Sat, Sep 19, 10:00 AM + 1 more
Monticello · Monticello Railway Museum Nelson Crossing
Railroad Days 2026
Sat, Sep 19, 10:00 AM + 1 more
Monticello · Monticello Railway Museum Nelson Crossing
Tractors and Trains 2026
Sat, Aug 15, 11:00 AM + 2 more
Monticello · Monticello Railway Museum Nelson Crossing
Tractors and Trains 2026
Sat, Aug 15, 11:00 AM + 2 more
Monticello · Monticello Railway Museum Nelson Crossing
Stand Up Comedy Club - Monticello, IL
Sat, May 16, 8:00 PM
Monticello · Monarch Events Center
Stand Up Comedy Club - Monticello, IL
Sat, May 16, 8:00 PM
Monticello · Monarch Events Center
Sales end soon
CONCEALED CARRY RENEWAL CLASS – MAY 4TH
Monday at 6:00 PM
Rochester · 10775 Buckhart Rd
Sales end soon
CONCEALED CARRY RENEWAL CLASS – MAY 4TH
Monday at 6:00 PM
Rochester · 10775 Buckhart Rd
CONCEALED CARRY CLASS – MAY 16 & 17
Sat, May 16, 9:00 AM
Rochester · 10775 Buckhart Rd
CONCEALED CARRY CLASS – MAY 16 & 17
Sat, May 16, 9:00 AM
Rochester · 10775 Buckhart Rd
CONCEALED CARRY RENEWAL CLASS – MAY18TH
Mon, May 18, 6:00 PM
Rochester · 10775 Buckhart Rd
CONCEALED CARRY RENEWAL CLASS – MAY18TH
Mon, May 18, 6:00 PM
Rochester · 10775 Buckhart Rd
CONCEALED CARRY CLASS –JUNE 6-7
Sat, Jun 6, 9:00 AM
Rochester · 10775 Buckhart Rd
CONCEALED CARRY CLASS –JUNE 6-7
Sat, Jun 6, 9:00 AM
Rochester · 10775 Buckhart Rd
2026 Teacher Vacancy Grant Summit
Tue, May 19, 9:00 AM
Springfield · 2251 Richard Wright Dr
2026 Teacher Vacancy Grant Summit
Tue, May 19, 9:00 AM
Springfield · 2251 Richard Wright Dr
Route 66 Submerged: A Sunken Road. A story Resurfaced
Mon, Jun 1, 11:30 AM + 104 more
Springfield · Lake Springfield Marina
Route 66 Submerged: A Sunken Road. A story Resurfaced
Mon, Jun 1, 11:30 AM + 104 more
Springfield · Lake Springfield Marina
Community Conversations: History Belongs to All of Us
Tue, Jun 9, 10:00 AM
Springfield · Menard Hall at LLCC
Community Conversations: History Belongs to All of Us
Tue, Jun 9, 10:00 AM
Springfield · Menard Hall at LLCC
Sales end soon
Yoga with Connie
Monday at 1:00 PM
Warrensburg · Barclay Public Library
Sales end soon
Yoga with Connie
Monday at 1:00 PM
Warrensburg · Barclay Public Library
Chatham Goodwill Bridal Gown Show
Sat, Jun 6, 10:00 AM
Chatham · 135 Independence Dr
Chatham Goodwill Bridal Gown Show
Sat, Jun 6, 10:00 AM
Chatham · 135 Independence Dr
Almost full
Crochet and Connect: IT'S TACO TUESDAY!
Tue, May 5, 6:00 PM
Warrensburg · Barclay Public Library
Almost full
Crochet and Connect: IT'S TACO TUESDAY!
Tue, May 5, 6:00 PM
Warrensburg · Barclay Public Library
Sales end soon
Plant Bingo
Tomorrow at 6:00 PM
Warrensburg · Barclay Public Library
Sales end soon
Plant Bingo
Tomorrow at 6:00 PM
Warrensburg · Barclay Public Library
Make Us Laugh Comedy Showcase!
Sat, Jun 13, 7:00 PM
Lexington · Analytical Brewing
Make Us Laugh Comedy Showcase!
Sat, Jun 13, 7:00 PM
Lexington · Analytical Brewing
Medicare Made Easy with Chad Edwards
Today at 1:30 PM
Pekin · Pekin Public Library
Medicare Made Easy with Chad Edwards
Today at 1:30 PM
Pekin · Pekin Public Library
Beast Feast 2
Sat, May 16, 4:00 PM
Rochester · Sangchris Lake State Park
Beast Feast 2
Sat, May 16, 4:00 PM
Rochester · Sangchris Lake State Park
Just added
Crochet Foundations: Reading Crochet Patterns (Without Fear)
Tue, May 19, 6:00 PM
Decatur · Harristown Community Center
Just added
Crochet Foundations: Reading Crochet Patterns (Without Fear)
Tue, May 19, 6:00 PM
Decatur · Harristown Community Center
Sales end soon
Ladies Sing-Along Brunch @ Castaways
Sunday at 11:00 AM
Chillicothe · Castaways
Sales end soon
Ladies Sing-Along Brunch @ Castaways
Sunday at 11:00 AM
Chillicothe · Castaways

16 of 38

Things to do around Middletown

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Things to do in Aurora

Things to do in Joliet

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Things to do in Iowa City

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Things to do in Lisle

Frequently asked questions about Middletown

What are the best events to attend?

According to Eventbrite, the best events are:

Touch a Truck, Ride a Train 2026

Railroad Days 2026

Tractors and Trains 2026

Stand Up Comedy Club - Monticello, IL

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Medicare Made Easy with Chad Edwards

Ladies Sing-Along Brunch @ Castaways

Yoga with Connie

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