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Weekday Trailblazers

Castillo Trail to Wildwood Park ~ Gentler Intermediate

Castillo Trailhead 2642 Castillo Cir,, Thousand Oaks, ca, US

This hike starts at Castillo Trail to Wildwood Park. Currently, it’s spectacular with an abundance of mustard greens, wildflowers and California poppies in addition to bountiful water in the waterfalls […]

Intermediate 8-9 miles Ray Miller Trail and Overlook Trail in Malibu

La Jolla Canyon 8588 Pacific Coast Hwy, 2 mi North of Sycamore Canyon, Ventura, CA, US

Join us on an out and back hike up the Ray Miller Trail and the Overlook Trail. We’ll turn back around the Guadalasca Trail intersection. Poppies were plentiful on the […]

Santa Rosa Trail Loop through Box Canyon (Fast Paced)

Wildwood Park, Thousand Oaks 998 W Avenida de Los Arboles, Thousand Oaks, CA, US

Please read these restrictions before signing up. Pandemic conditions and restrictions apply for your safety and ours: Don't sign up unless you are two weeks past your 2nd vaccination Don't […]

Rancho Sierra Vista to Ranch Overlook – Gentler Friendly

Wendy Drive Wendy Dr, Thousand Oaks, CA, US

We haven't done this hike in about 2 years and there are still a lot of wildflowers blooming in this big loop around Rancho Sierra Vista, so hopefully we will […]

Upper Stunt High Trail To Saddle Peak ~ Gentler Intermediate

UCLA Stunt Ranch Reserve 1201 Stunt Rd, Calabasas, CA, US

This hike begins at Upper Stunt High Trail, a couple hundred feet to the right on the other side of the street from the parking lot. The trail winds upward […]

Encinal Canyon to the Top of the World ~ 8 mile Intermediate Hike

Encinal Canyon Road Backbone Trail 1097 Encinal Canyon Road, malibu, CA, US

Encinal Canyon is named for encina, the Spanish word for the holm oak, a lovely Mediterranean tree with holly characteristics. Holm oaks are one of the main trees used to […]

The hike up Ray Miller Thursday May 4 is cancelled

Ray Miller Trailhead Malibu, CA, US

I have cancelled this hike today, I think the ground will be too wet. Directions: From Los Angeles, take the Pacific Coast Highway (PCH) north, 22 miles from Malibu Canyon […]

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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 Meetup.com Terms of Service.