A Fall Theatre Getaway in Ashland
Crisp mornings, autumn color, and an evening at the theatre—October is a lovely time to escape to Ashland. With the Oregon Shakespeare Festival’s 2026 season wrapping up October 25, there’s still time to catch a show you’ve been meaning to see or turn a single performance into a memorable fall getaway.
The final weeks bring a wonderful mix of Shakespeare, musical theatre, thought-provoking drama, and comedy. Here’s what you can still enjoy before the curtain comes down.
A Midsummer Night’s Dream
Through October 25 | Angus Bowmer Theatre
Step into a forest where mischievous fairies, tangled romances, and a wonderfully earnest troupe of amateur actors collide. Shakespeare’s beloved comedy takes the stage with original music by Justin Huertas and direction by Marcela Lorca. For an evening of imagination and playful theatrical magic, this is a delightful way to celebrate the season’s final days.
Come From Away
Through October 24 | Angus Bowmer Theatre
When thousands of airline passengers were stranded in Gander, Newfoundland, following September 11, a small community responded with extraordinary kindness. This musical brings their true stories to life through lively, folk-inspired music and moments of humor, connection, and compassion. It’s a moving reminder of how much a welcoming spirit can mean.
Yellow Face
Through October 23 | Angus Bowmer Theatre
David Henry Hwang’s semi-autobiographical comedy explores race, representation, and the trouble that follows when someone’s actions collide with their convictions. A playwright’s casting mistake sets off an increasingly complicated attempt to explain himself. Directed by May Adrales, this witty satire offers plenty to laugh about—and plenty to discuss over dinner afterward.
August Wilson’s King Hedley II
Through October 24 | Thomas Theatre
Set in Pittsburgh’s Hill District in 1985, this powerful drama follows a man determined to build a new future after prison, even as his past continues to shape his choices. Directed by Tim Bond, the production explores family, ambition, hardship, and redemption through August Wilson’s richly drawn characters. It’s a compelling choice for those who love theatre that stays with them long after the performance.
Smote This, A Comedy About God... and Other Serious Shit
Through October 24 | Thomas Theatre
Rodney Gardiner returns with his solo show about faith, family, identity, and growing up undocumented in 1980s Miami. Personal storytelling and candid humor come together in a performance that finds laughter alongside life’s difficult questions.
Make a Little More Time for Ashland
A theatre visit deserves more than a hurried arrival and a drive home. Give yourself time for a stroll through Lithia Park, a little downtown browsing, and dinner before the show.
At Country Willows Inn, you can pair Ashland’s cultural energy with the peaceful pleasures of a country retreat. Enjoy our gardens, ponds, and mountain views, settle into a comfortable room or suite, and wake to our three-course breakfast before another day of exploring.
Whether you’re returning for a favorite production or discovering OSF for the first time, we’d love to welcome you for one more autumn escape.
Plan your stay at Country Willows Inn, and visit OSF’s website for performance dates, ticket availability, and reservations. Shows run in rotating repertory, so check the calendar before choosing your travel dates.
