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Trip guides › Oregon › Ashland, OR

Things to do in Ashland, OR: 1 local trip idea

A ready-made cultural day trip in Ashland, OR, with 5 stops in order.

Cultural trip

A Day of Arts and Culture in Ashland

5 stops · about 7 hr 30 min of stops · ~$115 per person

An art- and drama-filled journey through historic downtown Ashland, highlighting local galleries, PNW dining, and world-class theater.

  1. 1

    The Breadboard Restaurant

    744 N Main St, Ashland, OR 97520, USA
    The Breadboard Restaurant, Ashland, OR

    Enjoy a hearty, made-from-scratch breakfast with beautiful views of Grizzly Peak.

    ★ 4.6 on Google · about 1 hr · ~$18 per person · Directions
  2. 2

    Art & Soul Ashland

    247 E Main St, Ashland, OR 97520, USA
    Art & Soul Ashland, Ashland, OR

    Explore fine local paintings and contemporary crafts in the historic Elks Building.

    ★ 5.0 on Google · about 45 min · Directions
  3. 3

    Greenleaf Restaurant

    49 N Main St, Ashland, OR 97520, USA
    Greenleaf Restaurant, Ashland, OR

    Have lunch on the upper outdoor patio overlooking Calle Guanajuato and Ashland Creek.

    ★ 4.4 on Google · about 1 hr 15 min · ~$22 per person · Directions
  4. 4

    Lithia Park

    Winburn Way, Ashland, OR 97520, USA
    Lithia Park, Ashland, OR

    Walk the historic, parkway-lined trails designed by John McLaren just off the Plaza.

    ★ 4.8 on Google · about 1 hr 30 min · Directions
  5. 5

    Oregon Shakespeare Festival

    15 S Pioneer St, Ashland, OR 97520, USA
    Oregon Shakespeare Festival, Ashland, OR

    Experience world-renowned, Tony Award-winning theater in one of their iconic venues.

    ★ 4.7 on Google · about 3 hr · ~$75 per person · Directions

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