Roselle Winterfest

  1. Entertainment and Activities
  2. Winterfest Schedule
  3. Eats and Sweets

Trolley Stop

A holiday trolley will make regular stops along the trolley route down Roselle Road, Main Street, Howard Street, and Maple Ave. Hop on between 2:30 and 4:30 PM for a special guided trolley tour by Village Trustee Wayne Domke.

Character Meet

"The cold doesn’t bother them anyway,” so Arendelle favorites – Anna & Elsa – are back for timed meet-and-greets throughout the event!


Look out for Victorian-style carolers strolling throughout Town Center and bringing yuletide cheer!

Civic Plaza Entertainment

Be dazzled by local stars this Winterfest! Join Lights, Camera, Dancin’, the Roselle Fine Arts Academy, and more with live entertainment at Civic Plaza from 2-5 PM.

Festive Face Painting

Get in the holiday spirit with some festive face painting at the Roselle Fine Arts Academy and be sure to stop inside the newly opened Happy by Chocolate for some sweet treats!

Gingerbread House Contest

Stop by Pollyanna’s to vote for your favorite Gingerbread House. There will also be s’mores for all ages and seasonal, fun size brews for adults!

Ice Sculpting

The Roselle History Museum will be the site for ice sculpting, hot cocoa, and cookies. You can also pick up ornaments and copies of Remembering Roselle for yourself or as gifts for family and friends.

Holiday Karaoke

Spread cheer and sing loud for all to hear at the holiday karaoke booth located at the Gayle A. Smolinski Municipal Complex.

Letters to Santa

The Park District will host “Letters to Santa” inside Village Hall. Stop in to write the perfect letter to Santa and make a Centennial-themed popsicle stick craft.


The Roselle Lions Club will be helping children make ornaments in the Roselle Fire Department basement – one to take as well as one to hang on the Community Holiday Tree – while the American Legion Auxiliary serves cocoa and cookies. Here you will also find Santa himself and Centennial logo-engraved wooden ornaments crafted by Lake Park High School students.

Ornament Scavenger Hunt

Girl Scout Troop 55800 will hide ornaments all around Town Center so attendees can participate in the Ornament Scavenger Hunt during Winterfest. Find the most ornaments and win a prize – 1st, 2nd, and 3rd place prizes available! Meet at the Community Christmas Tree at 4:45 PM for a confirmation counting and the awarding of prizes.


Boy Scout Troop 408 will be serving FREE, hot popcorn outside Village Hall and the Roselle Fire Station. Pop by for a savory treat!

Santa’s Sleigh

Stop by the fountain next to Rockstar Salon and Spa for a photo opportunity and timed meet-and-greets with Santa, Anna, & Elsa.

Snowflake Scavenger Hunt

Updated to Ornament Scavenger Hunt. Please see above.

Snowball Toss

Join Trinity Lutheran in the Main Street breezeway (between Juice & Berry and All Things That Woof and Meow Too) to try your hand at the snowball toss game!

Window Walk

The Main Street Merchants have teamed up to design a very, merry window display down Main Street (a.k.a. “Sweet Street).

Winterfest 2022 Banner

Join the Village of Roselle and the Roselle Public Library District for Roselle Winterfest along Main Street in Roselle's Town Center and Celebrate the Season at the Roselle Public Library, These free, family-friendly events kick off the holiday season in Roselle.
FINAL Winterfest Map v3