Oregon Shakespeare Festival 90th Season presents lively bard works and more
- Cookie & Keller

- Sep 4, 2025
- 6 min read
Updated: 6 days ago
INVENTIVE MIX OF THOUGHT PROVOKING WORKS

KUDOS FOR ACTORS, DIRECTORS, SETS, COSTUMES, LIGHTING AND A DARING ARTISTIC DIRECTOR
STORY By CHRISTENE MEYERS
PHOTOS By BRUCE KELLER
"The Carpe Diem Kids"
thanks to OSF and Dublin's Abbey Theatre for supplemental photos

If you're looking for a theater getaway that combines world-class performances with small-town charm, the Oregon Shakespeare Festival in Ashland belongs at the top of your travel list.
Here are some of the best reasons to visit:
Award-winning live theater. Founded in 1935, the festival has grown into one of North America's premier repertory theater companies, presenting Shakespeare, classic dramas, musicals, and new works across three stages. The 2026 season features 10 productions running from March through October.
See multiple shows in one trip. Because the festival uses a rotating repertory schedule, you can watch different productions on consecutive days—or even the same day—making every visit unique.
Experience outdoor theater under the stars. The iconic Allen Elizabethan Theatre offers an unforgettable open-air setting that captures the magic of Shakespeare in a way few venues can.
Enjoy Ashland's walkable downtown. The theaters are just steps from boutique shops, art galleries, cafés, wineries, and the beautiful Lithia Park, making it easy to spend several relaxing days exploring.
Free entertainment. During the summer, the festival's Green Show offers free outdoor performances featuring music, dance, and cultural acts before evening performances.
A destination for every traveler. Whether you're a lifelong Shakespeare fan or have never seen one of his plays, the festival's mix of comedies, dramas, musicals, and contemporary works offers something for nearly everyone.
For many visitors, the Oregon Shakespeare Festival isn't just about seeing a play—it's about immersing yourself in a town where art, history, food, and nature come together. Spend your mornings strolling Lithia Park, your afternoons browsing local bookstores and tasting regional wines, and your evenings enjoying unforgettable performances beneath the stars. It's one of the Pacific Northwest's most rewarding cultural getaways and an ideal destination for a weekend or extended vacation.
WHEN ANGUS Bowmer dreamed of a festival to honor theater and the works of William Shakespeare, the clever Scotsman had only a shoe string budget. But his ideas were larger than life.

Ninety years later, voila: the Tony winning Oregon Shakespeare Festival 90th Season
Located in southern Oregon in the mid-sized town of Ashland, "The Festival,'' as locals call it, draws its company and audiences from across the United States. Its reach extends into Europe, Canada and beyond. We sat next to a couple from Mexico City at one performance. The festival's $37 million budget is a far cry from proceeds of boxing matches which funded the festival early years.

WE ARE Oregon Shakespeare Festival regulars at this magnificent three-theater creation. (Four venues if one counts the outdoor "Green Room" with pre-show entertainment from dance to jazz and play cuttings.) We've endowed seats, taken back stage tours, enjoyed lectures, rose from our seats in countless standing ovations, and spread the word internationally with our musings and photos. Since childhood, I've missed only two years at this gem. We've seen the festival through highs and lows: a well deserved Tony Award for
best regional theater, budget cuts, staffing shake-ups, COVID woes and seven artistic directors.
We've applauded productions sunshine and rain, smog and forest fire smoke. We've shed layers in sweltering heat at the venerable Black Swan (now used for costumes, rehearsals and meetings). We've bundled up in the outdoor Allen Elizabethan Theatre where one chilly long ago autumn, we watched in rain as "Macbeth" actors entered in garbage bags to protect their Elizabethan costumes from the fierce storm. As rain ceased, actors returned to the stage, sans garbage bags. It was a magical if soggy evening.

THIS YEAR'S docket is the best we've seen in a decade: varied, lively, brilliantly acted, artfully staged and directed. Sets, costumes and lighting equal any we've seen on Broadway or London's West End. Such success starts at the top, so festival artistic director Tim Bond and his key players deserve enthusiastic kudos.

Bond and his staff assembled a season both timely and compelling. There's "Quixote Nuevo," a wonderful spin on Cervantes' "Don Quixote"; a spot-on production of Oscar Wilde's a flawless "The Importance of Being Earnest" and a captivating all-female "Julius Caesar." An enthralling "Shane" features the gifted Chris Butler in a riveting contemporary interpretation of the beloved 1953 film. One of my favorite Sondheim musicals, "Into the Woods," is stunning. "As You Like It" is delightfully fast paced and funny. There's not a clunker in the docket which runs through Oct. 25.

Colorful costumes set the tone for a splashy, fast-paced "As You Like It" in Thomas Theatre.
EACH OF TODAY'S trio of OSF theaters resides in a special corner of my heart. I came of age watching Shakespeare in the Elizabethan. I endowed three seats in the beloved Bowmer. I knew the gentle spirit after whom the Thomas Theatre is named. It replaced the smaller Black Swan, long a family favorite, and carries on the same spirit of pioneering daring in its presentations. Witness a spirited "As You Like It" with its gender bending plot and dazzling costumes to knock your socks off.

DON'T MISS another first-rate theatrical endeavor in Ashland. Oregon Cabaret Theatre is just across the street from OSF in a converted church. Now in its 40th season, it offers a lively range of works. We've seen polished mysteries, comedy and classic musicals, including "Sweeney Todd," and "Kinky Boots." We recommend it for a cozy venue (we like the balcony tables), delicious appetizers, brunches and dinner offerings, jazzy cocktails. It's a pleasing, energetic complement to OSF.
Ashland offers dozens of restaurant and lodging options for your visit. Our favorite places to stay -- enjoyed for decades -- are the elegant Ashland Springs Hotel, smack in town center, steps from the theaters, and Ashland Hills, in a wooded area with a pool, blackberry bushes and occasional deer.

Additional information on Oregon Shakespeare Festival 90th Season
www.osfashland.org or 800 219-8161
www.AshlandSpringsHotel.com or 541-488-1700; 885 795-4545
www.AshlandHillsHotel.com 541 482-8310
www.oregoncabaret.com 5 41 488-2902
UP NEXT: ALASKA BY TRAIN

See Alaska's wonders by rail. Picture yourself in a comfy train car, watching the wonders of Alaska unfold outside. We recently stepped aboard a lovely train to take us from Anchorage to Seward. The wonders of Alaska were right out the window as we traveled several eye-popping hours past gorgeous alpine scenery and the sea. Established in 1903 and completed in 1923, the Alaska Railroad is an iconic part of any Alaskan adventure. This historic rail operation was the only land connector of Anchorage to Fairbanks until 1971. We'll take readers along for a ringside view of spectacular Alaskan landscape with pointers on booking.
Meanwhile, remember to explore, learn and live and catch us weekly, as whereiscookie.com and "The Carpe Diem Kids," take a fresh spin on travel, the arts, nature, family and more.
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