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. The Oregon Shakespeare Festival (OSF) runs from February through October, featuring four stages of classic Shakespearean plays, quirky musicals and innovative modern tales. All the excitement will leave you hungry for Ashland’s… More
: Photo credit: Sean Bagshaw

Ashland

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

Outdoor Adventures in Ashland

Run Away to Southern Oregon
Appetite for Adventure in Southern Oregon
Hike and Raft in Southern Oregon
Off-Season Ski Area Adventures
3 Must-Hike Trails in Ashland
Mountain Biking Hot Spots in Southern Oregon
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Arts & Culture in Ashland

Wine, Music and Theater in Southern Oregon
Jacksonville, Southern Oregon
Southern Oregon Lavender Trail
Wine Tasting, Artisan Meals and Shakespeare
Oregon Shakespeare Festival’s Freda Casillas

Tasty Detours in Ashland

Southern Oregon Dining Guide
Pedal and Sip in the Applegate Valley
Grants Pass, Southern Oregon
Tasty Road Trip: Southern Oregon
Southern Oregon Taster’s Tour
Jacksonville, Southern Oregon

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Ashland

Map

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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Events in Ashland

More Events

World Peace Flame Lighting

September 21, 2018
Ashland, Southern Oregon

Rabbit Ears to Beers

September 22, 2018
Ashland, Southern Oregon

Ashland Culinary Festival

November 8 - 11, 2018
Ashland, Southern Oregon
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