Sip Into Fall

Our Sip & Shop events have been a hit of the downtown since we began these Spring + Fall events,
whether it’s Girls Night Out or Date Night Fun, there is something for all on this adventure through the downtown.

All proceeds from these events benefit our downtown beautification efforts through flowers, holiday décor or other projects to enhance our downtown. Thank you for your continued support!

Wow! What a night!  Thanks to all who took part…see you in the Spring!

More photos HERE

When: Thursday, September 28, 2023

Where: Downtown Sterling

Confirmed Sampling locations for Fall 2023:

How it works:

From 5:00-6:00 PM, check in at the Sterling Main Street office in the Sanborn Building, 15 East 3rd Street, Sterling, IL, where you’ll pick up your sampling glass, tasting guide and other goodies. Don’t forget to get your pre-event photo at our selfie station!
From 5:00-8:00 PM wander the shops of Downtown Sterling, shopping and sampling along the way. Be sure to get your tasting card punched at each of the tasting sites. You will be asked to empty your glass before leaving each tasting location (sorry, no sipping on the sidewalk).
We’ll wrap up the evening at Champ’s Banquet Room any time after 7:45 PM for appetizers and prizes! Turn in your punch card to be eligible for door prizes (We’ll start drawing for those at 8:15 PM). Must be present to win. Live music by our favorite Sip + Shop emcee, DJ Big Boi. Continue shopping with Lundstrom Florists’ Bouquet Bar. Appetizers provided and cash bar available to finish off your night.
Grab your friends and make it a girls night out, or a fun date night with that someone special!


The “Sipper” – $30 per person in advance

Cost includes your sampling glass, tasting guide, appetizers at the post-party and your chance to win door prizes!!

The “DD” – $10 per person in advance

Cost includes appetizers at the post-party and chance for door prizes. No sipping while you shop tho’!

Must be 21 to take part.


Thank you to our 2023 Sip + Shop Event Sponsors!

McCloud + Associates Architecture

Lundstom Florist

Select Employees Credit Union


Midland States Bank

Additional sponsorship opportunities are still available. Learn more HERE or CONTACT US for details!

and a special thanks to Denny & Crew at Champs on Light Street for use of their Banquet Room


and DJ Big Boi for the entertainment!

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