This year, The  Little Woody Festival is going deeper into the woods – celebrating not just barrel-aged perfection but all things tree-inspired!

From whiskey-soaked oak-aged stouts to tart, berry-infused sours, this festival is a toast to the forests, orchards and barrels that shape the finest brews.

Schedule of Events:

August 29, 2025

Locals Only Comedy Show
6:15pm – 7:30pm

Cozy up in front of the Little Woody Stage for a night of laughter featuring Bend’s beloved local comedians. Bend Comedy Festival Pass Holders enjoy complimentary admission to the event; however, tasting packages will incur an additional fee.

Live Music: Lickety Split
8pm – 9pm

Gabrielle Monia and Jordan Lewis Lee of Lickety Split (Formerly known as The Bunkhouse Two) craft and perform original songs with a nod to the rich tapestry of American roots music — old-time, country blues, ragtime, jug band classics, and more.

August 30, 2025

Bend Beer Run
Noon

Enjoy this Bend classic now as a part of the Little Woody! In addition to your four Beer Run beer stops along the route – your Beer Run registration now includes free entry into The Little Woody festival.

Secret Comedy Show
6:15pm – 7:30pm

Join us under the trees for  an evening of laughter at Little Woody! In partnership with the Bend Comedy Festival, this secret comedy show features a magical lineup of comics as seen on Don’t Tell Comedy, Hulu, Kill Tony, Comedy Central and more.

Live Music: Erin Cole Baker Band
8pm-9pm

 With warm reverby Jazzmaster, her music expands into lush textures that complement her velvety vocals. This dynamic blend allows her sound to flow seamlessly from folk roots into dreamy, electric atmospheres, creating a rich auditory experience that resonates with listeners.

Date: August 29-30, 2025

Time:
August 29, 2025 from 5:00pm to 9:00pm
August 30, 2025 from 12:00pm to 9:00pm

Location: Deschutes Historical Museum, 129 North West Idaho Avenue Bend, OR 97701

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