Experience the magic of live theater in one of America’s most charming cultural towns on our Oregon Shakespeare Festival tour. This thoughtfully paced journey blends world-class performances, behind-the-scenes access, guided tours, wine tasting, and plenty of free time to enjoy Ashland’s inviting downtown.

Over five days, you’ll attend multiple Oregon Shakespeare Festival productions in iconic theaters, each enhanced by engaging pre-show lectures that bring the stories to life. Enjoy exclusive backstage access, stroll through Lithia Park, browse local shops, and savor regional cuisine. A vineyard lunch and tasting adds a relaxing Southern Oregon highlight to the journey.

With comfortable accommodations, included meals, professional escorting, and seamless transportation, this tour offers an enriching and effortless way to enjoy theater, culture, and beautiful scenery — all in classic OregonWest style.