Kick Off December in Stillwater, MN: Your Guide to the Top 5 Holiday Events This Weekend

Happy December, everyone! The holiday season has officially begun, and there’s no better place to celebrate the magic of the month than Stillwater, Minnesota. This historic riverside gem turns into a true winter wonderland every December, offering festive events, sparkling lights, and small-town charm that feels straight out of a holiday movie.

If you're searching for the best holiday events in Stillwater this weekend, we’ve rounded up the top five you won't want to miss as you kick off the most magical month of the year.

✨ Top 5 Holiday Events in Stillwater, MN This Weekend

1. Stillwater’s Twinkle Party & Holiday Lighting Celebration

Start your weekend with the most enchanting kickoff of the season! Downtown Stillwater lights up with thousands of twinkling lights, live music, warm drinks, and a holiday atmosphere that draws visitors from all over the Twin Cities. It’s the perfect way to welcome December with sparkle.

2. Brick & Linen Holiday Market

A local favorite and an absolute must-visit this weekend! The Brick & Linen Holiday Market features beautifully curated home décor, gifts, seasonal pieces, and exclusive holiday items that make shopping truly special. Whether you're decorating your home or searching for the perfect gift, this market offers elevated style and cozy seasonal vibes you won’t find anywhere else.

3. Historic Stillwater Trolley Holiday Lights Tour

Climb aboard Stillwater’s historic trolley and enjoy a guided tour through the city’s most festive neighborhoods. See stunning holiday displays while learning about the charm and history of Stillwater—this event sells out fast every year, and for good reason!

4. Stillwater Holiday Market at the Lowell Inn

Support Minnesota makers and shop small at the beloved Holiday Market hosted inside the iconic Lowell Inn. Expect artisan goods, handmade gifts, festive treats, and plenty of holiday cheer. It’s the perfect place to find unique, local presents for everyone on your list.

5. Breakfast with Santa on Main Street

A magical morning for families! Enjoy a festive breakfast, snap photos with Santa, and take part in holiday crafts and activities—all in the heart of downtown Stillwater. Kids adore it, and adults love the warm and cozy holiday atmosphere.

🎄 Why Stillwater Is the Perfect December Getaway

Stillwater shines during the holidays—literally and figuratively. Its scenic river views, boutique shops, cozy restaurants, and vibrant community events make it one of the best December destinations in Minnesota. Whether you’re planning a full weekend getaway or just a day trip, Stillwater offers something for everyone.

🏡 Brought to You by the Cari Ann Carter Group

At the Cari Ann Carter Group, we’re passionate about spotlighting communities that bring people joy—and Stillwater is one of those places. As a full-service concierge real estate team serving Minnesota, Wisconsin, and beyond, we’re here to help you find a home and a lifestyle you absolutely love.

Thinking about relocating to Stillwater or another charming Twin Cities community?
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