Events Calendar

Stay up to date with exciting events happening at The Jessie.

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Coffee Pop Up: HERESPRESSO

November 4, 2025
 -
November 4, 2025
8:30 am
 -
12:00 pm
,
Corner Gallery and Porch, The Jessie, 40 E Adams St
,

There’s a latte to love at The Jessie! On November 4, 5 and 6, @herespresso will be popping up in the Corner Gallery, serving your favorite brews from 8:30 AM to 12 PM daily -- and yes, it’s open to everyone!

Free Event
Kid-friendly
Indoor

Coffee Pop Up: HERESPRESSO

November 5, 2025
 -
November 5, 2025
8:30 am
 -
12:00 pm
,
Corner Gallery and Porch, The Jessie, 40 E Adams St
,

There’s a latte to love at The Jessie! On November 4, 5 and 6, @herespresso will be popping up in the Corner Gallery, serving your favorite brews from 8:30 AM to 12 PM daily -- and yes, it’s open to everyone!

Free Event
Kid-friendly
Indoor

Food Truck Wednesday at The Jessie

November 5, 2025
 -
November 5, 2025
11:00 am
 -
2:00 pm
,
Loading Dock at The Jessie, 40 E Adams St
,

Every other Wednesday, come together over lunch. Local food trucks, good company, and a shared space for all. Open to the public!

Freddy Fingers offers gluten free chicken tenders, hand cut fries and homemade sauces.

Kid-friendly
Outdoor

Coffee Pop Up: HERESPRESSO

November 6, 2025
 -
November 6, 2025
8:30 am
 -
12:00 pm
,
Corner Gallery and Porch, The Jessie, 40 E Adams St
,

There’s a latte to love at The Jessie! On November 4, 5 and 6, @herespresso will be popping up in the Corner Gallery, serving your favorite brews from 8:30 AM to 12 PM daily -- and yes, it’s open to everyone!

Free Event
Kid-friendly
Indoor

Sunshine Community Development Gratitude Gala

November 15, 2025
 -
November 15, 2025
6:00 pm
 -
10:00 pm
,
The Jessie, 40 E Adams St
,
The Great Hall

Celebrate community, honor excellence, and experience an unforgettable night of impact, elegance, and heartfelt appreciation.

This distinguished black-tie affair will bring together over 200 guests—real estate professionals, community leaders, partners, and changemakers—for a night that honors the spirit of gratitude and the power of community.

Indoor