Signature Events

Mark Your Calendar

Like the changing seasons, some events are a natural part of life here in Jacksonville, Illinois. These are the events that we plan around with our friends, families, and other priorities — to be honest, our entire lives. Experience the events that define our community. We welcome you to join us.  Live like a Jacksonian.

bald eagle resting in a field

Eagles on the Illinois River

Date

All Year Event

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front entrance to Woodlawn Farm in the Fall

Woodlawn Farm Museum Open House

Date

February 28, 2026

Open all year by appointment

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Jacksonville Plates on State

Date

Sunday, May 3, 2026

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cars lined up at a car show

Downtown Plaza Car Show & Summer Cruise Nite

Date

June 13, 2026

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Music Concert and crowd at the Morgan County Fair

Morgan County Fair

Date

July 7-12, 2026

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different quilt designs hanging up

River Country Quilt Show

Date

July 24-25, 2026

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man cleaning his car for the Car Show

41st Annual Jacksonville Fall Cruise Nite & Car Show

Date

September 20, 2025

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Jacksonville Rotary Club Oktoberfest logo

Oktoberfest

Date

September 20, 2025

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attraction at the Steam Show

Prairie Land Heritage Museum Steam Show & Fall Festival Days

Date

September 26-28, 2025

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people gathered at Chautauque Tent Nite

Prairieland Chautauqua

Date

September 5 – 6, 2025

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Pumpkin Festival

Date

October 24, 2026

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stock cars about the race at the Jacksonville Speedway

Ron Milton Race of Champions MOWA Sprints

Date

October 11, 2025

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a Christmas tree in the window of a house

40th Annual Pilot Club Holiday Home Tour & Tea

Date

December 7, 2025

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Jacksonville Main Street Downtown Concert Series

Date

May 29 – July 31, 2026

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