EVENT DATE : November 30, 6:00PM
Boys and Girls Club, Downtown Bend

The Boys and Girls Club gym will be transformed into a winter wonderland at the inaugural Flannel & Frost Fundraiser, an evening of live and silent auction items, food, drinks and a celebration of all things winter to support the Boys and Girls Clubs of Bend. BGCBend.org

EVENT DATE : December 1, 10:00AM
Deschutes County Fair & Expo Center

Festival of Trees activities include visits with Santa, live entertainment, and viewing of more than 30 creatively decorated trees. The evening Gala features an honoree ceremony acknowledging community members who have passed, a silent auction, raffles, entertainment, refreshments and a live auction of decorated trees. Proceeds support Hospice of Redmond’s expanded services. HospiceofRedmond.org

EVENT DATE : December 1, 10:00AM
First Interstate Bank—Downtown Bend

The annual Jingle Bell Run kicks off the Bend Holiday parade with 5K and one mile options. The fun run welcomes strollers, pets, costumes and jingle bells. Proceeds benefit the Arthritis Foundation. Arthritis.org

EVENT DATE : December 1, 7:30PM
Wille Hall, Central Oregon Community College

High Desert Chamber Music presents the premier group featured in their 11th season of their concert series. They will be joined by Donald Foster, clarinetist for movie composer John Williams for a program of Mozart and Brahms. HighDesertChamberMusic.com

EVENT DATE : December 3, 7:00PM
Deschutes County Fair & Expo Center

Exceptional ball handlers, and Guinness World Record holders, the Harlem Globetrotters showcase more than basketball—they provide family entertainment to people of all ages. HarlemGlobeTrotters.com

EVENT DATE : December 3, 7:30PM
Tower Theatre

Grammy nominated songwriter and piano sensation Jim Brickman performs carols, classics and original songs on his 22nd holiday tour. JimBrickman.com

EVENT DATE : December 7, 6:30PM
Sunriver Resort Homestead

Sunriver Music Festival’s Fireside Series features pianist and musical innovator Arthur Migliazza. An award-winning member of the Arizona Blues Hall of Fame, Migliazza starred in the critically acclaimed “Boogie Stomp!” SunriverMusic.org

EVENT DATE : December 15, 10:00AM
Hollinshead Park

A festive open house at Hollinshead Park includes a free tour and homemade holiday treats. BendParksandRec.org

EVENT DATE : December 20, 6:00PM
Brasada Ranch

An evening of farm-fresh dining, drinks, and the music of Nate Botsford whose rock/country hybrid style is the backbone of his latest release, Hourglass. BrasadaRanch.com

EVENT DATE : December 21, 5:30PM
The Pavilion Bend

The event features skating, treats and cocoa, raffles, a photo booth and performances by Bend Ice Figure Skating Club. Ice skaters who bring a canned food item to donate to Neighbor Impact’s Food Bank will enjoy a special $6 admission price including skate rental. BendParksandRec.org

EVENT DATE : December 31, 5:00PM
Sunriver Resort

 A five-course dinner followed by a New Year's Eve Party with live music from Precious Byrd and a champagne toast. DestinationHotels.com