High steeples, snow-covered Victorian homes, a historic downtown, and the old lift bridge help create the magical backdrop that is Stillwater during the Christmas season. Every year Stillwater captures the holiday season with multiple Christmas events that take place during the month of December. So find your Santa hat, put on your snow boots and scarves, grab the kids and enjoy this festive season with these 15 fun-filled holiday celebrations. Click on the individual event links for more information. 

Twinkle Party

  • Lowell Park
  • Saturday, December 2nd, 4 pm

Bring the kids to the annual Twinkle Festivities. Twinkle lights will be passed out while supplies last, but feel free to use your imagination and wear your own lights to add to the fun! Dress warm and celebrate the official lighting of Stillwater's Christmas tree while dancing along with the Teddy Bear Band. Enjoy free trolley rides, cocoa, coffee and a complimentary cookie. End the night with a fantastic fireworks show. The twinkle party is just one of the many holiday traditions of downtown Stillwater as part of the month-long Hometown for the Holidays event, going on until New Year's Eve.

Live Reindeer with Santa

  • Pedestrian Plaza- Downtown Stillwater
  • Saturday, December 9th, 1-4 pm

Bring the kids to the Pedestrian Plaza in downtown Stillwater for a fun live reindeer experience! Bring your camera for a perfect holiday photo opportunity as Santa will be there, too. 

Strolling Santa

  • Downtown Stillwater
  • December 3, 9th, 10th, 16th, 17th, 23rd, 12-4 pm

Santa will be strolling Main Street Stillwater. See if you and the kiddos can spot him while shopping and dining downtown.

Breakfast with Santa

  • Dock Cafe
  • Saturday, December 2nd & 9th and Sunday, December 3rd & 10th, 11:00 am

Bring your little ones to a breakfast with Santa at The Dock Cafe. Free photos of Santa and other fun-filled activities are included. Reservations are required. 

Frozen Breakfast with Santa

  • Water Street Inn
  • Saturday, December 9th & Sunday, December 10th, 9-12 pm

New this year is the Tiny Diva Princess Party’s Enchanted Frozen Sisters at the annual Breakfast with Santa Celebration. Enjoy a delicious breakfast and experience the magic of the Holidays as Ana and Elsa share their most favorite holiday tradition. Santa will be there too, so don't forget your wish list. 

ArtReach Holiday Pop-up Shop

  • 226 Main St. S.
  • Tuesdays-Sundays through December 27th

´╗┐Find the perfect handmade holiday gifts for the people you love, including pottery, textiles, woodworking, jewelry and more!
The Pop-Up Shop will be in the former location of My Sister's Cottage in downtown Stillwater.

Costumed Victorian Carolers Strolling Main Street

  • Main Street
  • Every Friday and Saturday through December 23rd

Feel the festive nature of shopping in downtown historic Stillwater by listening to the holiday melodies of the strolling costumed Victorian carolers on Main Street on Friday evenings and Saturday afternoons through Christmas. 

Cheers with Santa

  • Liftbridge Brewery
  • Saturday, December 16th, 10am-2pm

Bring the whole family to meet Santa and Mrs. Claus at the brewery. Enjoy a cold root beer or beer for the adults while having a bite from Leo's Grille and Malt Shop Food Truck. Proceeds go directly to Valley Friendship Club of Stillwater.   

Holiday Tea at Historic Lowell Inn

  • Lowell Inn
  • Every Saturday in December, 2-4 pm

During the month of December, take a holiday shopping break to enjoy a leisurely holiday four-course tea in the beautiful George Washington Room. Perfect for two or for a group of friends and family. Reservations are required.

Victorian Horse-Drawn Wagonette Rides

  • St. Croix Riverfront
  • Saturday, December 9th & 23rd, 1-4pm & Sunday, December 31st, 4-7 pm

Come to picturesque downtown Stillwater for free horse-drawn Victorian Wagonette rides. Experience the joy of the season with a family ride along the St. Croix River in the crisp winter air.

BierCycle Caroling Tours

  • Pedestrian Plaza in Downtown Stillwater
  • Every Saturday in December, times vary

Join BierCycle Adventures for some old-fashioned caroling with a BierCycle twist. Sing the holiday classics that we all love while pedaling the streets in downtown Stillwater. We'll bring the music and you can bring the hot chocolate. Don't miss out on this festive experience!

The Great Ugly Sweater Get Together

  • JX Event Venue
  • Friday, December 22nd, 7-11:59 pm

 Throw on some ugly sweaters and have a great get together! It's the holiday season, and what better way to bring your family and friends down to JX Event Venue, have some drinks, listen to music, and dress ugly. Musical guest is Tim Sigler. Doors open at 8:00 pm with VIP "Hot Santa Hour" starting at 7:00 pm.

Christmas Open House

  • Aurora Staples Inn
  • Sunday, December 10th & 17th, 12:30-3:00 pm

Step back in time with a Christmas open house at the Aurora Staples Inn. This beautiful Victorian Inn will be serving cookies, fudge, beverages, live music and overall merriment. Bring a donation for the local food shelf.

Sleigh Rides & Downton Abbey's Dinner

  • The Outing Lodge at Pine Point 
  • Saturday, December 16th. Sleigh Rides start at 3:00 and ends at 6:00, Dinner: 6:30-9:30 pm

Enjoy hot chocolate and cookies and a horse-drawn, old-fashioned sleigh ride. End the evening in a European-style estate for a truly aristocratic affair with an authentic English Christmas meal. Reservations are required. 

Annual Warden's House Holiday Event

  • Warden's House Museum
  • Saturday, December 16th & Sunday, December 17th, 12 pm

Avoid the lines at the department store and treat yourself to a unique holiday shopping experience in the beautiful 1800's historic home of the Minnesota's first Prison Warden. Visit and chat with local authors while enjoying tasty treats, coffee, and holiday-themed tunes provided by local musicians.