Downtown Sun Prairie

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Sun Prairie, WI
Downtown Sun Prairie

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Downtown is a thriving business district offering a wide variety of shops, restaurants, taverns, services, arts and entertainment.

Downtown Sun Prairie serves as one of the 'centers' of the community with the development of Cannery Square. The unique spaces of Downtown Sun Prairie offer residents a local flavor to their shopping and dining experiences, downtown is the heart of our vibrant community. Historical buildings, unique décor and apparel shops, spa services, delicious cuisine from across the culinary globe, craft beverages, the Sun Prairie Historical Museum, and city services are just a few of the things downtown has to offer.

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10/28/2026

Help Shape the Future of Downtown Sun Prairie!

What do you love about downtown? What could be improved? What would you like to see in the future?

We're developing a new strategic plan to guide Downtown Sun Prairie through 2030, and we want to hear from YOU!

🎁 BONUS! Five survey participants will be selected to win a $25 gift card to a downtown business!

Your feedback will help shape the future of our downtown community. Please complete the survey by Sunday, November 8.

👉 Take the survey: downtownsunprairiewi.com/2026-survey/

10/28/2026

🎄🍷 Holiday Sip & Shop Tickets Are NOW ON SALE! 🛍️

Kick off the holiday season with an evening of shopping, sipping, and festive fun in Downtown Sun Prairie!

🍷 W**e Sampling Tickets: $15 – Includes 12 w**e samples at participating downtown businesses. Only 200 tickets available!

🛍️ Shopping is FREE! No ticket needed to enjoy the event.

📅 Thursday, November 12 | 5–8 PM

🎟️ Grab your tickets today: https://www.ticketsignup.io/TicketEvent/DTSPSipShop2026

10/20/2026

🥧 Congratulations to our 2026 Fall Fun Pie Baking Contest winners! 🏆

Local bakers brought their best recipes to the Sun Prairie Farmers Market on Saturday, and the competition was as delicious as ever!

🏆 Celebrity Judge Winner: Blackberry Mojito Cream Pie
🥧 Best Overall Pie: Honey Maple Bourbon Pecan Pie
🍎 Best Sweet Pie: Caramel Creme Brûlée Pie
✨ Most Creative Pie: Blackberry Mojito Cream Pie

📸 NOW IT'S YOUR TURN TO JUDGE!

We know these pies tasted amazing, but which one looks the best? Scroll through the photos and LIKE your favorite pie! 👍

The pie with the most likes will be crowned our 2026 People's Choice: Best Looking Pie! 🥧🏆

⏰ Voting ends on Sunday, November 1st. The winner will be announced on Monday, November 2nd.

A big thank you to everyone who baked, tasted, and helped make this year's contest a success!

10/15/2026

🍂 Fall Fun! in Downtown Sun Prairie is almost here! Join us Saturday, October 17, for a day full of fall festivities!

From pumpkin decorating and kids' activities to live music, shopping, delicious food, and special deals at downtown businesses, there's something for everyone!

🥧 Love to bake? We're looking for contestants for our Pie Baking Contest! Learn more here: DowntownSunPrairieWI.com/pie-baking-contest

🍁 View all the Fall Fun details: DowntownSunPrairieWI.com/fall-fun

Grab your friends and family, and come celebrate fall with us!

Thank you to our sponsors!
Bank of Sun Prairie
Beans n Cream Coffee
Forever Yours Jewelry, Inc.
Glass Nickel Pizza Co. - Sun Prairie
Nowlan Injury Law

10/13/2026

📲 Want to know what's happening in Downtown Sun Prairie?

From upcoming events and downtown business specials to the latest happenings, get updates delivered right to your inbox or phone!

📧 Sign up for our emails
📱 Subscribe to occasional text updates
💛 Or sign up for both!

Stay connected to Downtown Sun Prairie so you don't miss out on the fun!

👇 Sign up today: mailchi.mp/cityofsunprairie/signup

10/10/2026

🍂 Join us for Fall Fun! in Downtown Sun Prairie on Saturday, October 17 for a day filled with fall activities, family-friendly fun, local shopping, and plenty of reasons to explore downtown! From pumpkin decorating and festive activities to delicious treats and scarecrows, there's something for everyone.

🍁 Grab your family and friends, enjoy the fall weather, and make a day of it in Downtown Sun Prairie!

📅 Saturday, October 17

Learn more at downtownsunprairiewi.com/fall-fun/

10/08/2026

🥁 Drum roll, please 🥁

After our judges carefully scored each scarecrow for creativity, design, and durability, we’re thrilled to announce this year’s Mike Cunningham's Annual Scarecrow Contest winners!

Youth Category Winners
🥇 First Place: Fred
🥈 Second Place: Changed for Good

Adult Category Winners
🥇 First Place: Raggedy Ann & Andy
🥈 Second Place: Witches Rock

Mike Cunningham Business Category Winners
🥇 First Place: Candy Man - Newcomer Funeral Home
🥈 Second Place: Great Pumpkin – Studio D Salon LLC

Congratulations to the winners selected by our judges! You will be contacted via email to collect your prizes.

Crowd Favorite voting will take place on the Downtown Sun Prairie page from October 7th – November 1. The winner will be announced on Monday, November 2.

Be sure to swing by Downtown Sun Prairie and check out all the scarecrows in person throughout October! Scarecrows are located around Cannery Square and on Market Street.

Address

300 E Main Street
Sun Prairie, WI
53590

Website

http://downtownsunprairiewi.com/

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