Outbound Collective logo

Middletown, California

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

Top Hiking Spots in and near Middletown

  • Santa Rosa, California

    Taylor Mountain Loop

    4.2
    4.89 mi / 1096 ft gain
    From the northern entrance to the park, you can access an 18-hole disc golf course as well as a number of trails. The Eastern Trail takes you up a steep 1,000 feet to the top of Taylor Mountain, where you can see most of Sonoma County laid out before you. Mt. St. Helena is visible in the distance...
    Read more
  • Santa Rosa, California

    Joe Rodota Trail

    4.0
    12.67 mi / 174 ft gain
    Joe Rodota Trail is an out-and-back trail where you may see wildflowers located near Sebastopol, California.
    Read more
  • Guerneville, California

    Austin Creek State Recreation Area Loop

    5.0
    8.65 mi / 1722 ft gain
    The hike starts at the Gilliam Creek Trailhead, halfway up Armstrong Woods Road on the way to Bullfrog Pond. There is an $8 fee to enter the park, to be paid at the ranger kiosk as you enter Armstrong Woods.  HIKING Begin hiking by descending the Gilliam Creek Trail. The descent is long and ste...
    Read more
  • Guerneville, California

    Parson Jones and Colonial Armstrong Redwood Trees

    5.0
    The Parson Jones Tree is the tallest tree in the reserve, measuring more than 310 feet (94 m) in height. This is longer than the length of a football field!  Named after a lumberman who chose to preserve this portion of the park in the 1870s, the Colonel Armstrong Tree is the oldest tree in the ...
    Read more
  • Guerneville, California

    East Ridge - Pool Ridge Loop

    4.5
    3.37 mi / 810 ft gain
    This park most resembles Muir Woods, and if you're looking to get out of the tourist trap, head to Armstrong Redwoods and make a day of it. This 3-mile hike takes off from the sign pointing to East Ridge Trail. As you begin a slight climb up the trail, you'll be under the cover of the redwoods, s...
    Read more
  • Sebastopol, California

    Laguna de Santa Rosa Loop Trail

    4.0
    3.95 mi / 115 ft gain
    Laguna de Santa Rosa Loop Trail is a loop trail that takes you by a lake located near Sebastopol, California.
    Read more
  • Sebastopol, California

    Ragle Ranch Extended Loop

    5.0
    1.86 mi / 82 ft gain
    Ragle Ranch Extended Loop is a loop trail where you may see local wildlife located near Sebastopol, California
    Read more
  • Sebastopol, California

    Thistle - Creek Loop

    5.0
    1.45 mi / 69 ft gain
    The Thistle - Creek Loop is a loop trail at Ragle Ranch. This trail is used for hiking and running and offers some cover/shade as well as great views of foliage especially in the fall months. This trail is located near Sebastopol, California. 
    Read more
  • Glen Ellen, California

    Corridor Ridge Loop Trail

    4.0
    2.48 mi / 289 ft gain
    Corridor Ridge Loop Trail is a loop trail where you may see wildflowers located near Glen Ellen, California.
    Read more
  • Glen Ellen, California

    Wolf House in Jack London SP

    There is a museum in "The House of Happy Walls" which Mrs. London built in redwood grove find park information, exhibits and a small sales area there. A nearby trail leads to Jack London’s grave and to the remains of "Wolf House," London’s dream house which was destroyed by fire in 1913. The par...
    Read more
  • Glen Ellen, California

    Sonoma Ridge Trail

    9.2 mi / 1955 ft gain
    Sonoma Ridge Trail is a beautiful 9.2-mile out-and-back hike located near Glen Ellen, California. This hike is moderately difficult, with about 1955 feet in elevation change. 95% of the trail is covered in forest shade. Important Notes:Bikes and Horses are permitted on the trails. Dogs are NOT p...
    Read more
  • Santa Rosa, California

    Hike Crane Creek Regional Park

    4.0
    3.5 mi
    With multiple loops of varying length, this park is great for anyone looking for a casual hike around a beautiful area in the foothills of Rohnert Park. Crane Creek has nice secluded picnic areas next to the creek in the cover of willow, alder, buckeye and bay trees. There's also an 18-hole disc ...
    Read more
  • Monte Rio, California

    Islands in the Sky Vista Loop

    4.0
    3.83 mi / 883 ft gain
    The Islands in the Sky Vista Loop in Monte Rio, California, is a moderately challenging hiking trail. Spanning approximately 3.83 miles, the loop offers a variety of terrain, including forested areas, open meadows, and rocky outcrops. The trail is well-marked and maintained, making it suitable fo...
    Read more
  • Occidental, California

    LandPaths Grove of Old Trees

    5.0
    0.7 mi / 92 ft gain
    The Grove of Old trees is a privately-owned preserve in Western Sonoma County that is open to the public year round. It is not large, only about 33 acres, but it makes a wonderful spot to go on a walk and to soak in the beauty of the redwoods. To get there from downtown Occidental, drive West up...
    Read more
  • Occidental, California

    Watershed View Trail

    4.0
    1.54 mi / 174 ft gain
    The Watershed View Trail is located off of Coleman Valley Road and shares a trailhead with the Hunters Camp and Creekside Loop. This trail is a 1.5-mile out-and-back, which makes for a great trail to get the family out on to get some energy out. Be prepared for a muddy trail if there has been rec...
    Read more