Bend Oregon Winter Events & Fall Festivals

Just because the temperature goes down does not mean that Bend Oregon ever cools off. When the snow starts to fall a whole new type of fun, events, and festivals come out to play. Experience the Fall Festival, Winter Fest, Christmas/Holiday celebrations, and all the other Bend Oregon Fall & Winter events.

Bend Oregon Winterfest 2025 Logo

WinterFest

Central Oregon’s largest festival that offers three days of live music, delicious food and drinks from around the region, and activities for the whole family. Located in Bend`s Old Mill District along the banks of the Deschutes River.
Dates: Friday, February 14th – Sunday, February 16th
Location: Old Mill District, Bend, Oregon

Winter PrideFest Logo Bend, OR

Winter Pridefest

Join this LGBTQ+ ski weekend at Mt. Bachelor featuring skiing, snowboarding, apres-ski events, and a celebration of diversity and inclusion.
Dates: Thursday, March 6th – Sunday, March 9th
Location: Mt. Bachelor, Bend, Oregon

Subaru WinterFest Logo

Subaru WinterFest

Celebrate winter with live music, gear demos, eco-friendly giveaways, and more at this exciting festival hosted at Mt. Bachelor.
Dates: Friday, April 11th – Sunday, April 13th
Location: Mt. Bachelor, Bend, Oregon

Little Woody logo

Little Woody Barrel-Aged Beer, Cider & Whisky Festival

Celebrate and commemorate craft barrel-aged beer, cider, and whiskey from across the Northwest. The Little Woody festival features small-batch beers aged in wood barrels by top Northwest breweries. Give the nod to the historical techniques used by brewers with oaken casks. The festival will also feature a tasting of small-batch American rye whiskeys and bourbons from regional favorites, live music, and local food vendors.
Dates: Friday, August 29 – Saturday, August 30th
Location: lawn of the Deschutes Historical Museum at 129 Northwest Idaho Ave. in downtown Bend, Oregon.

Cascade Equinox Festival Logo

Cascade Equinox Festival

Celebrate art, music, and nature at this vibrant festival in Bend, Oregon, featuring live performances, workshops, and community gatherings.
Dates: Friday, September 19th – Sunday, September 21st
Location: Redmond, Oregon

Sisters Folk Festival Logo

Sisters Folk Festival

Experience a weekend of incredible live music, featuring folk and Americana artists, set in the charming town of Sisters, Oregon.
Dates: Friday, September 26th – Sunday, September 28th
Location: Sisters, Oregon

fall festival logo

Bend Fall Festival

Break that sweater out for its time for sweater weather as fall rapidly approaches. This fall check at the Fall Festival in Bend and celebrate autumn with crafts, arts, music and so much more.
Dates: Friday, October 3rd – Sunday, October 5th
Location: Downtown Bend, Oregon

Girls Finishing Running Race

Happy Girls Sisters

the Happy Girls Sisters Half Marathon, 10K, and 5K—an empowering event celebrating women runners in the charming town of Sisters, Oregon. The half marathon course features spectacular single-track trails, beginning and ending at the beautiful FivePine Lodge, situated at an elevation of 3,182 feet. Participants can look forward to a supportive and inspiring atmosphere, with all runners receiving a finisher’s medal.
Dates: Saturday, October 3rd
Location: Sisters, Oregon

Live Music at The volcanic Theatre Pub

Live Music at the Volcanic Theatre Pub

See this year’s lineup of great music, live theater, & movies at a fun indoor performance space.
Location: 70 SW Century Dr, Bend, Oregon 97702
Phone: 541-323-1881

Hayden Homes Amphitheatre

Hayden Homes Amphitheater

Check out the Les Schwabs Concert Series offering great live outdoor concerts & music in Spring, Summer, and a little of Fall.
Location: 344 SW Shevlin Hixon Drive, Bend, Oregon 97702
Phone: 541-312-8510

Tower Theatre

Tower Theatre

Discover The Tower Theatre in Bend Oregon. A performing arts concert hall that provides an extraordinary space for Bend events, concerts, movies, and much more.
Location: 835 NW Wall St, Bend, Oregon 97703
Phone: 541-317-0700