Ashland is home to the renowned Oregon Shakespeare Festival (OSF) — one of the most celebrated regional theater companies in the country. Performances take place in three unique venues — the Allen Elizabethan Theatre, the Angus Bowmer Theatre, and the Thomas Theatre. Be sure to check out the schedule and catch a show while you’re in town!
Start your morning with a coffee in downtown Ashland, then take a stroll through Lithia Park’s scenic paths, gardens, and creekside trails
If you so choose, it is a lovely walk from downtown to the venue! This is a great option for post wedding transportation / to continue the evening, as Uber's aren't so abundant in Ashland. The walk to/from downtown is under a mile. There is one hill as you approach the venue, but other than that it is flat. Here is a suggested route:
Enjoy a walk or run during your stay! Here are some of our favorites. Ditch Trail - this is a lovely trail walking and running trail - you can take the Granite Street Trail or Hearts Nature Trail to/from town to shorten the distance. https://ridewithgps.com/routes/55592708 Lithia Park Loop - easy to get to from downtown, enjoy this loop around the park! You can weave in and out of Lithia Park trails on this route. https://ridewithgps.com/routes/55592688
For a fun alternative to the Oregon Shakespeare Festival, check out the Oregon Cabaret Theatre—an intimate venue offering lively musical productions alongside dinner and drinks right in downtown Ashland.
Take a short trip to historic Jacksonville for charming shops, wine tasting, and small-town streets, or plan an evening at the Britt Festival for live music under the stars.
We hiked here on Christopher's first visit to Ashland. Enjoy the beautiful trails and views!
Raft the Rogue River with one of the many outfitters in town.