A Winter Wonderland Returns with WinterFest in February

WinterFest returns to the Old Mill District Feb. 13-15 with music, art, family friendly activities, fire and ice! Music headliners include Brandi Cyrus on Friday evening and Tiffany on Saturday. Cyrus, Miley Cyrus’s sister, performs a mash-up of country, pop and electronic beats that’ll get the crowd dancing. Opening for Cyrus is Saxsquatch, a 7-foot-tall sax-playing Sasquatch, that’s sure to be entertaining.

Pop icon Tiffany made history as the youngest female artist to top the Billboard charts in 1987. Credit: Tiffany Facebook

Pop icon Tiffany made history in 1987 as the youngest female artist to top the Billboard charts with her hit, “I Think We’re Alone Now.” Blondie tribute band “Glass of Hearts” is scheduled to open for her.

WinterFest began as a local winter celebration more than 20 years ago. The traditional ice sculpting event returns with artists transforming blocks of ice into works of art. Fire features will warm up visitors while lighting up the festival at night. More than 100 regional artists will sell their work in the Wonderland Marketplace while outdoor gear will be for sale at the Cascades Market. K9 Kings will perform amazing tricks with Frisbees. An Oregon Lifestyle Marketplace will showcase the best in Oregon wines, food and handmade goods. A series of food carts will be on hand as well as beer, wine, cider and spirits.

There will be a family play zone with bounce houses and Oregon Museum of Science and Industry interactive challenges. A wine walk will kick off the Friday night festivities at retailers in the Old Mill District. There is an extra cost for that. The hot cocoa fun run will round out the festival on the last day with a gourmet hot cocoa bar and, for adults, Crater Lake Spirits to spice it up.

The Pump Bump Jam Contest pits skiers and snowboarders against each other on different days. Credit: Oregonwinterfest.com

One of the most exciting events during the festival is the Pump Bump Jam Contest. It’s a dual-race pump track where snowboarders and skiers compete against each other for prizes.

Each WinterFest ticket is good for all three days and Mt. Bachelor season pass holders receive free admission. Concerts are included with the tickets. A portion of the proceeds will be donated to Big Brothers Big Sisters of Central Oregon.

WinterFest is produced by Lay It Out Events which is a sister company of the Source.

Bend WinterFest
Feb 13-15 Fri 5-10pm, Sat 11am-10pm, Sun 11am-5pm 
Old Mill District 
520 SW Powerhouse Dr #624, Bend 
bendticket.com/events/2026-bend-winterfest-2-13-2026
$22.94 adults/$14.38 12&under

This article appears in the Source December 4, 2025.