Road Trip: Ashland

In Ashland, it’s always a wonderful time for a bit of indulgence: world-class theater, culinary delights, restorative spa escapes or time with family. More
: Photo credit: Sean Bagshaw


It’s easy to fall in love with Ashland. We don’t blame you for extending your stay.

Home to the world-famous Oregon Shakespeare Festival and ranked in the top 10 of “The 100 Best Small Art Towns in America,” Ashland is a cultural hot spot, with award-winning galleries, theaters and restaurants bursting from its seams. Nestled at the base of the Siskiyou and Cascade mountain ranges, Ashland has a reputation for great outdoor recreation in the city limits and beyond. And with the famous Mt. Ashland Ski Area nearby, fun stays in Ashland year-round.

Trip Ideas

  • 6 Ways to Explore Ashland
    In Ashland, nature and culture are in league for an exhilarating getaway. In this gorgeous, friendly Southern Oregon hotspot, you can explore historic parks and scenic bike routes, dine on farm-fresh bounty and wrap up... More
  • How a Play Comes to Life
    There’s a scene in the fifth act of the Oregon Shakespeare Festival (OSF) production of “Twelfth Night” when twins Viola and Sebastian appear together onstage. It’s a rare moment of magic — due not only... More
  • Ride the Mountain Bike Trails of Ashland
    Up to 10 times a week in the summer, Bill and Sue Roussel load a van full of mountain bikers and gear into their shuttles, drive up to the Mount Ashland Ski Lodge and let riders navigate... More
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Ask Oregon

What Ashland activities do you recommend?

Ashland is our hometown, and we love it! I’m sure you’ll enjoy a visit. Without knowing your interests, I can tell you that we believe the Oregon Shakespeare Festival to be a must-do; this season of high quality plays and performances run nearly year-round and peak in the spring through summer. I recommend seeing at…

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