6th Annual Hillsboro Sip & Shop

About this event

6th Annual Historic Hillsboro Sip & Shop

November 7, 2026 | Historic Downtown Hillsboro

🍷 Your Favorite Downtown Tradition Is Back and Better Than Ever 🛍️

On Saturday, November 7 from 3:00PM to 7:00PM, Historic Downtown Hillsboro comes alive for Sip & Shop 2026, a festive self-guided stroll through the heart of the district featuring over a dozen local wineries, cideries, breweries, and mocktail makers, live music, carolers, holiday shopping, and a dining guide packed with specials from local restaurants and food carts.

This is the event that turns a November Saturday into something you'll be talking about all season. Grab your glass, explore at your own pace, and discover why this beloved Downtown tradition keeps drawing over 150 guests year after year.

Four Soaking Stations with mini-snacks are set up along the route to keep you fueled between sips. Check in at Colours Art Supply or LaHaie's to get your passport and start your adventure.

Here’s how the Sip & Shop Passport works:

You’ll be directed to pick up your passport map, Swag bag including restaurant specials and more, and tasting glass* (While supplies last) at one of two check-in locations

Sip, stroll & shop your way between 2nd and 4th Avenue and Washington to Lincoln, featuring 15+ retail locations, discovering wine, cider, and zero-proof tastings all along Main Street and beyond. Snack at four soaking stations placed along your stroll. Select merchants may offer special promotions during your visit.

Visit the retailers and restaurants noted on the passport and collect stamps at a minimum of seven shops. No retail purchase required. Our intent is to introduce you to some of the key contributors who make and keep Historic Downtown great.

Drop your completed passport at any participating retail location. Completed passports will be collected and raffle drawings for themed gift baskets valued between $30 – $70.

Wine Concierge Service will whisk your purchases off to designated pickup spots so you can keep sipping and shopping worry-free

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Check-In Locations - Check-In begins at 3:00PM, Final Check-In at 6:15PM

> LaHaie’s at 277 E Main Street

> Colours Art at 270 E Main Street

More details in ticket link

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Co-Sponsored by: Le'Stuff Antique Mall, Cedar Street Antiques, Resolu Cellars