WinterLand Kickoff

Presented By:

November 28, 2026 | 3-8 pm | Public Square

Jump into the holiday season with the WinterLand Kickoff at Public Square! Bring your family and friends for music, food, entertainment, holiday activities, and light shows. Enjoy games and giveaways, roast s’mores over the fire pits, and take a lap around the ice rink!

Programming: 3-8 pm

  • Public Square Ice Rink – 12 pm to 10 pm

  • Trackless Train Rides – 12-8 pm

    • 12-3 pm at Cleveland Public Library

    • 3-8 pm at Public Square

  • Fire Pits, Smore’s, and Hot Chocolate Giveaway – 3-5 pm while supplies last

  • Live performances – 3-6 pm

    • Featuring special performances by Da Land Brass Band and Natalie Vivino from WICKED

  • Jingle Bell Tent – 3-8 pm

    • Games, prizes and giveaways

  • Food Trucks – 3-8 pm

  • Destination Cleveland’s Illuminate CLE Light Show

    • Beginning at 5:30 pm and repeating every 30 minutes until 11 pm

  • Photos with Santa – 6-8 pm

Downtown Cleveland partners will also be on the Square to spread holiday cheer, including:

CPL Story Walk

RTA Holiday Trolley

Patriotic Santa

Ice Skating at the Cleveland Foundation Skating Rink

Noon-10 pm

Destination Cleveland’s Illuminate CLE Holiday Show Debut

Beginning at 5:30 pm and repeating every 30 minutes until 11 pm, this dazzling new holiday light show will debut with a rotating lineup of four original songs by local artists.

The 50-foot tree in Public Square will sparkle with synchronized lights, complementing the half a million additional lights around the Square.

Where to Park?

Downtown Cleveland, in partnership with iParkit, offers discounted $8 parking for our event series.

To receive the discounted rate, please reserve your parking in advance and maximize your parking session for up to 12 hours. Enjoy the flexibility to come early, stay late, and enjoy downtown. Use this link to reserve parking.

Did you know you can buy an all-day Greater Cleveland RTA pass for only $5! Download the Transit app for easy Public Transportation.

Additional parking is available at the street meter parking and in a variety of lots and garages downtown that can be viewed here.

WinterLand Kickoff Map

Saturday, November 28th, Public Square will be bustling with activity. Please refer to the map to plan your visit to the WinterLand Kickoff

Road Closures

All roads around Public Square will be closed from 7:00AM Saturday to 12:00AM Sunday

Entrance Points

There are 5 designated entrance points to enter Public Square on November 28th. All minors must be accompanied by a parent or legal guardian (25+) to enter the Square. Individuals under the age of 18 without a parent or guardian will not be permitted into the event. 

Map Key

A Walkable Holiday Experience

5th Street Arcades Maker Market

10 am - 4 pm

Holiday Bars

All Day

A Christmas Carol

1:30 pm and 7:30 pm

Cleveland Monsters Vs. Hamilton Hammers

7 pm

WinterLand Kickoff FAQ

Got WinterLand Kickoff questions? We've got answers! Check out our WinterLand Kickoff FAQ page to help plan your day Downtown.