HOLIDAY OPEN HOUSE
Santa, holiday decor, lights, cookies, shopping, and fun! The Annual Holiday Open House with downtown Madison shops is always a crowd favorite. Stay tuned for 2026 dates!
EVENT INFORMATION
STAY TUNED FOR 2026 DATES!
Gather your friends and family for a magical evening in downtown Madison as we kick off the holiday season together!
When you make a purchase at any participating store and fill out a "Letter to Santa," you’ll be entered into our drawing for a chance to win a $100 gift card to that store! We’ll be drawing 5 lucky winners, totaling $500 in downtown shopping sprees!
Each year, you'll be able to purchase a limited-edition Collectible Cookie Tins featuring a unique Madison design by a local artist, exclusive to this event!
Each tin comes with delicious cookies from a local business. When you purchase your tin, pick it up at the Main Street office, then collect your cookies from 10 different downtown locations.
2025 LETTER TO SANTA PARTICIPATING BUSINESSES
Businesses listed below will be participating in Letter to Santa! After making a purchase at any of these stores during Holiday Open House, fill out a Letter to Santa sheet and be entered in to win a gift card back to that business!
2025 COOKIE STOPS!
If you purchased a Collectible Cookie Tin, the businesses listed below are where you’ll pick up your cookies. Bring your cookie stop card to each location, and they’ll mark it off when you receive your cookie!
Please pick up your Cookie Tin at the Madison Main Street office at 321 W Main Street during the times listed below:
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Thursday November 13th, between 9am-6pm
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Friday November 14th, between 9am - 6pm
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Saturday November 15th, between 9am - 11am
1884 Bar - 108 St Michaels Ave (located in Fairfield by Marriott Inn & Suites- Historic Eagle Cotton Mill)
Fine Threads - 232 E Main Street
Ditto's on Main - 135 E Main St
K. Sullivan Art & Home - 133 E Main St
Gallery 115 - 115 E Main St
The Back Porch Boutique - 109 E Main St
Cocoa Safari Chocolates - 118 W Main St
Growing Minds Farm Stop - 602 W Main St
Cheesy Come, Cheesy Go - 719 W Main St (Located in the Trolley Barn)
Olde Tyme Marketplace - 801 W Main St
MADISON TROLLEY LINE ROUTE
NEW! CARD BUNDLES FOR SALE
We’re excited to share that this year’s Holiday Open House design by local artist Eric Phagan is now available as a bundle of 5 blank cards, perfect for any occasion! Each bundle is just $25, and with only 40 bundles available, they won’t last long. Proceeds support the Madison Main Street Program, so your purchase gives back to our mission!
EVENT FAQ
THANK YOU
2025 Event Sponsor
