The Best Hiking in Ashland

Looking for the best hiking in Ashland? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Ashland. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top hiking spots in and near Ashland

  • Ashland, Oregon

    Lithia Park Loop

    2.08 mi / 226 ft gain
    Lithia Park Loop is a loop trail that takes you by a river located near Ashland, Oregon.
    Read more
  • Ashland, Oregon

    White Rabbit Trail

    4.45 mi / 1348 ft gain
    White Rabbit Trail is an out-and-back trail where you may see beautiful wildflowers located near Ashland, Oregon.
    Read more
  • Ashland, Oregon

    Cheshire Cat, White Rabbit and Oredsen-Todd Woods Loop Trail

    2.95 mi / 988 ft gain
    Cheshire Cat, White Rabbit and Oredsen-Todd Woods Loop Trail is a loop trail that provides a good opportunity to view wildlife located near Ashland, Oregon.
    Read more
  • Ashland, Oregon

    Catwalk and Toothpick Trail Loop

    4.89 mi / 1453 ft gain
    Catwalk and Toothpick Trail Loop is a loop trail that provides a good opportunity to view wildlife located near Ashland, Oregon.
    Read more
  • Talent, Oregon

    Wagner Butte Trail

    9.51 mi / 2352 ft gain
    Wagner Butte Trail is an out-and-back trail where you may see beautiful wildflowers located near Ashland, Oregon.
    Read more
  • Ashland, Oregon

    Grizzly Peak Trail

    4.79 mi / 981 ft gain
    Grizzly Peak Trail is a loop trail where you may see beautiful wildflowers located near Ashland, Oregon.
    Read more
  • Ashland, Oregon

    Mount Ashland via Siskiyou Summit Road

    6.99 mi / 892 ft gain
    Mount Ashland via Siskiyou Summit Road Trail is an out-and-back trail where you may see beautiful wildflowers located near Ashland, Oregon.
    Read more
  • Ashland, Oregon

    Grouse Gap Trail

    2.22 mi / 466 ft gain
    Grouse Gap Trail is a loop trail that takes you past scenic surroundings and is good for all skill levels located near Ashland, Oregon.
    Read more
  • Ashland, Oregon

    Summit Mt. Ashland

    5.0
    5 mi / 1550 ft gain
    Situated in Southern Oregon right near the California border lies the Siskiyou Mountain Range's tallest peak, Mount Ashland. Mount Ashland is a very popular area for many recreational activities, one of the most popular activities is skiing. The ski area was opened up in 1963 and has changed hand...
    Read more
  • Jacksonville, Oregon

    Bear Gulch to Tunnel Ridge Loop

    4.64 mi / 755 ft gain
    Bear Gulch to Tunnel Ridge Loop is a loop trail that takes you past scenic surroundings located near Talent, Oregon.
    Read more
  • Jacksonville, Oregon

    Tunnel Ridge Trail

    1.82 mi / 512 ft gain
    Tunnel Ridge Trail is an out-and-back trail where you may see beautiful wildflowers located near Jacksonville, Oregon.
    Read more
  • Ashland, Oregon

    Pilot Rock and Little Pilot Peak via the PCT

    12.04 mi / 2090 ft gain
    Pilot Rock and Little Pilot Peak via the PCT is a point-to-point trail where you may see beautiful wildflowers located near Ashland, Oregon.
    Read more
  • Ashland, Oregon

    Pilot Rock Trail

    2.79 mi / 715 ft gain
    Pilot Rock Trail is an out-and-back trail where you may see beautiful wildflowers located near Ashland, Oregon.
    Read more
  • Ashland, Oregon

    Hike and Climb Pilot Rock

    5.0
    8 mi / 1000 ft gain
    Pilot Rock is one of the most prominent features in the Cascade-Siskiyou National Monument and is visible from over 40 miles away in the Shasta Valley of northern California and the Rogue Valley of Southern Oregon.Similar to Devil’s Tower in Wyoming, though much smaller in stature, Pilot Rock is ...
    Read more
  • Ashland, Oregon

    Hobart Bluff

    2.46 mi / 305 ft gain
    Hobart Bluff is an out-and-back trail that takes you by a river located near Ashland, Oregon.
    Read more
  • Ashland, Oregon

    Hike to Hobart Bluff

    2.5 mi / 200 ft gain
    Hobart Bluff is part of the Western Cascades, a range of weathered volcanic mountains that are much older than the High Cascades that most people think of today, the range of Shasta, Rainier, and Hood. These mountains are shorter as a result of the work of time and usually have summits wrapped in...
    Read more