Ashland offers year-round culinary, cultural, and outdoor opportunities for you. Nestled at the convergence of the Cascade and the Siskiyou Mountain ranges, 15 miles north of the California border, Ashland serves as the gateway to Southern Oregon. Home to Southern Oregon University and America’s oldest Elizabethan theater, Ashland’s long cultural history is built upon natural beauty, theatre, education and wellness.

Contributing to Ashland’s rich history is Lithia Park, Southern Oregon’s first park established in 1908, covering 93 acres right off the Plaza downtown. Come experience it for yourself. Whether your travel interests are culinary, cultural or outdoor, Ashland has something for everyone.

Ashland Chamber Visitor & Convention Bureau
110 East Main St. Ashland, OR 97520


Day One

3 pm - Arrive in Ashland. Check into your hotel or inn of choice. Stroll through 93-acre Lithia Park with walking trails, Japanese Gardens, duck ponds and more.

6 pm - Dinner and a show at the Oregon Cabaret Theatre located on the corner of First and Hargadine Streets, one block from East Main Street.

Day Two

10 am - Take a backstage tour with Oregon Shakespeare Festival

Creekside dining for lunch on Calle Guanajuato and Ashland Creek in the heart of Ashland.

Tour Ashland’s Historic Railroad District with Art Galleries

3 pm - Endulge at an Ashland Spa or Salon offering massages, facials, saunas and more. Try Waterstone Spa or Lithia Springs Resort.

6 pm - Dine at one of the 88 restaurants Ashland has to offer. World-class cuisine with local talent and flavor. Try the award-winning Larks Restaurant in downtown Ashland. Or, see these additional restaurant options

8 pm - Attend a play at Oregon Shakespeare Festival

Day Three

8 am - Embark on a half-day rafting trip on the Rogue River with one of Southern Oregon’s outfitters

1 pm - Visit Ashland’s delicious artisans for a tour:
- Dagoba Organic Chocolate on Benson Way
Deux Chats Bakery on A Street
- Caldera Tap House on Water Street.
- Standing Stone Brewing Company on Oak Street
- Weisinger’s of Ashland Winery

5 pm - Shop the unique retail stores of downtown Ashland while you stroll through Historic Downtown Plaza.

6:45 pm - Attend the free, outside Green Show at the Oregon Shakespeare Festival