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Public Parking 522 E Santa Clara St, Ventura, CA, US

PIER TO PEAK WALKABOUT IN THE DOWNTOWN VENTURA AREA! JOIN THE GROUP WHEN/WHEREEVER YOU CAN/WANT... Times given are my best guesstimate for movement between the stated destinations, including loitering time and may be adjusted slightly as needed throughout the day. Someone in the lead group may post Messages here on where we are during the […]

Ventura Winter Wine Walk

Winchesters Grill & Saloon 632 E Main St, Ventura, CA, US

Many of us from this group will attend this event. In the past, the Ventura Wine Walks have been a really incredible time! { TRAIN OPTIONS - travel via the train } Coming Soon! I don't recommend buying tickets. Instead, buy what you want to eat and/or drink as needed at various businesses, or bring […]

Hike at Aliso and Wood Canyons Park – Up Cholla, Down Mathis

Canyon View Staging Area 22124 Utility Access, Aliso Viejo, CA, US

We are going to be starting at the Canyon View Staging Area. This hike will be about 6.2 miles with around 1,000 ft. of elevation gain. We will be starting at Canyon View Park and taking Cholla up to West Ridge and comic down Mathis. Link to Parking from Google Maps:,-117.7465062,17z/data=!3m1!4b1!4m5!3m4!1s0x80dce61b6bd45c2d:0x5ef3f1ad687cc8b5!8m2!3d33.585273!4d-117.7443175 Dogs are not […]

Shake Canyon to Campgrounds and part of PCT (Lake Hughes area)

21033 Pine Canyon Rd 21033 Pine Canyon Rd, Lake Hughes, CA, US

We're Back in Action! DESCRIPTION: Initial challenging climb up a canyon with a running stream to an old Campground, then a long fire road to top, then a long section of the PCT back down to the Canyon for the descent down the mountain. Lollipop style. Portions of this hike were burned in the Lake […]

Cheeseboro & Las Virgenes Canyons to Shepherd’s Flat (Loop Hike)

Las Virgenes Canyon Open Space 6060 Las Virgenes Rd, Upper Las Virgenes, Calabasas, CA, US

Please join a beautiful hike in Upper Las Virgenes Preserve and Cheeseboro Canyon! We'll do my classic loop (a little different than the classic book version) and start at the northern end of Las Virgenes Rd, traverse the Chesebro ridge trail past the Baleen Wall to Shepherd's flat and then turn east along a beautiful […]

Chesebro Canyon MTB trail potluck hike – fit beginner

5402 Chesebro Rd 5402 Chesebro Rd, Agoura Hills, CA, US

Fit Beginner 4.3 miles, 480' gain. Easier Option: 4 miles, 230' gain. We walk a mostly flat section for 1.1 mi. to the 2nd junction. Easier option: Continue straight for 3/4 mi., left at the split, right after another 500', arriving at some picnic tables on the right after another 750'. Regular route: Left, heading […]

Ray Miller Trail in La Jolla Canyon ~ Gentler Intermediate

Ray Miller Trailhead Malibu, CA, US

The Ray Miller Trail is an awesome blend of ocean and mountain views in Malibu’s La Jolla Canyon. We will start from the trailhead which follows the canyon eastward, away from the ocean. Then, it quickly brings you back toward the ocean at a gradual incline. There’s a great lookout spot where it gives you […]

Lang Ranch to Simi Peak – Intermediate Hike

Lang Ranch Open Space 3536 Lang Ranch Parkway, Thousand Oaks, CA, US

UPDATE: Please review our guidelines to participate in our hikes. Here are some highlights and a link to the guidelines: Restrictions apply for your safety and ours: Don't show up unless you're on the "Attending" list No "Plus Ones" on this hike Plan on completing the entire hike at a reasonable pace or please […]

Trail statistics are approximate. For safety purposes always assume they are underestimated. But don’t be disappointed if they are overestimated. Bring more water and snacks than you think you’ll need.

Trail descriptions are based on previous hikes. Current conditions are unknown until arrival. Expect the unexpected and plan accordingly.

The Organizers and members of Hiking With Dean are not professional leaders, guides, or mountaineers. The function of the member or organizer is only to organize the trip. Each person who shows up for a trip/meetup (and their guest or guests) is responsible for his or her own safety. By attending a hike, or any other event organized by this group, you are acknowledging that you and any guests that you bring are aware of the risks, dangers and hazards associated with the activity and freely accept and fully assume all such risks, dangers and hazards, and further agree to release and discharge the Organizers, Members of the Hiking With Dean Meetup Group from and against any and all liability arising from your participation in the group activities per our ASSUMPTION OF RISK AND LIABILITY WAIVER and Section 6.2 of the Terms of Service.