Oregon Shakespeare Festival
September 9 – 13, 2026

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5 Days • 4 Nights

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$2899.00
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25 Guests
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Min Age 21+
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Oregon

Price

$2899.00

Deposit: $250

Trip Overview

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 four 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 Tour Director, and seamless transportation, this tour offers an enriching and effortless way to enjoy theater, culture, and beautiful scenery — all in classic OregonWest style.

What's Included

✅ Roundtrip Luxury Motorcoach Transportation

✅ Professional OregonWest Tour Director

✅ Excellent Accommodations in Ashland

✅ 4 Breakfasts

✅ 3 Lunches

✅ 4 Dinners

✅ 4 Oregon Shakespeare Festival Performances: Henry IV, Emma, Taming of the Shrew, Come From Away

✅ 3 Pre-Show Lectures: Henry IV, Emma, Taming of the Shrew

✅ Guided Ashland Walking Tour

✅ Behind-the-Scenes “Behind the Curtain” Tour

✅ Oregon Shakespeare Festival Campus Tour

✅ Wine Tasting & Vineyard Lunch

✅ All Entrances & Activities Described in the Itinerary

✅ All Gratuities for Included Activities

✅ A Wonderful Cultural Experience


What’s Not Included

❌ Personal Expenses

❌ Optional Activities During Free Time

❌ Travel Insurance (Strongly Recommended)


Trip Insurance

Protect Your Travel Investment
Use our Tour Operator Location Number: 376005

Activity Level

Moderate: Level 2 Activity Tour

Activity Level 1

Activity Level 2

Activity Level 3

What Our Travelers Are Saying

Real stories from guests who explored, connected, and created unforgettable memories with us.

Nothing speaks louder than the people who’ve experienced it.

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I had the opportunity to travel with Oregon west twice this year and they are a great company to travel with! They are thorough and make traveling easy!

— Bob Cave

★★★★★

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It was my first time traveling with OregonWest. I had a terrific time. The trip was well organized. Chris is wonderful tour guide. I look forward to travelling with OWE in the near future.

— J North

★★★★★

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This is a great tour company. They take care of everything and make sure you have a good experience. I will be taking more excursions with OregonWest.

— Lee Evans

★★★★★

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Went to Shore Acre with a friend. Chris was the best tour director, very informative. Nazeer was great driver helping to get us on and off the bus. Will be taking another trip with them.

— Barb Smith

★★★★★