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  • Ride the Two Winds (Dos Vientos) – Gentler Friendly Hike (Not a Beginner’s Hike)

    Dos Vientos Community Park 4801 Borchard Rd, Newbury Park, CA, US

    Note 8:00 am start time! Beat the heat with an earlier start! This hike will loop around the periphery of Dos Vientos Open Space, going behind Twin Ponds, overlooking Potrero Road and the Oxnard Plain with the Channel Islands in the background. We will cross 3 streets along the way. This hike is about 6.0 […]

  • Wendy Lollipop

    4128 Potrero Rd 4128 Potrero Rd, Thousand Oaks, CA, US

    4.6 miles, 1000' gain, Easy Intermediate Easier Option - 2.7 miles, 320' gain Many have gotten lost relying on GPS. This is the Wendy Trailhead, where S. Wendy Dr. ends at Potrero Rd. Heading out, we cross a creek, turn right at the split, then Turn right at the dead end. We regroup at the […]

  • COLDSPRINGS TAVERN to East & West Camino Cielo Rd.

    Dead Horse Parking Lot 21935 Entrada Road, Topanga, CA, US

    This is an opportunity to take on East & West Camino Cielo Road to enjoy the stunning views overlooking Santa Barbara/Goleta and the Pacific Ocean that it offers. A lot of this route is shaded. We'll start near the Cold Springs Tavern and make our way up to the Painted Cave. From there we'll head […]

  • El Prieto

    Leo Carrillo State Beach Leo Carrillo State Beach California 90265, https://goo.gl/maps/H33VQnXpx1WFZqdw5, Malibu, CA, US

    DESCRIPTION: This is a 6.2-mile out-and-back trail near La Canada Flintridge, California. Generally considered a moderately challenging route. Approximately. the first 3/4 mile will be on a paved road. There is a decent amount of shade. This is a very popular area for birding, hiking, and mountain biking. There could be a lot of mountain […]

  • San Jacinto Wilderness one night backpack to San Jacinto Peak

    Humber Park Fern Valley Road 24559, Idyllwild-Pine Cove, CA, United States

    Details July 12-13, 2025 - San Jacinto Wilderness one night backpack to San Jacinto Peak via Devil's slide trail and North Rim zone. 14.5 miles total and 4,400' gain over both days. The camp will be a remote site along the North Rim Trail. (Dry camp, but about 1 mile from water if needed.) This […]

  • Late Morning Hike at Whiting Ranch – Wahoo’s Parking Lot

    Wahoo's Fish Taco 27412 Portola Parkway, Foothill Ranch, CA, US

    This hike will be about 5.4 miles total with 820 ft. of elevation gain. We are starting at the parking lot at the Wahoo's parking lot. We will take Live Oak Trail. This turns into Serrano Road which will take us to Serrano Cow Trail. At this part of the trail, we usually see a […]

  • Early Morning Hike at Whiting Ranch – Wahoo’s Parking Lot

    Wahoo's Fish Taco 27412 Portola Parkway, Foothill Ranch, CA, US

    This hike will be about 5.4 miles total with 820 ft. of elevation gain. We are starting at the parking lot at the Wahoo's parking lot. We will take Live Oak Trail. This turns into Serrano Road which will take us to Serrano Cow Trail. At this part of the trail, we usually see a […]

  • WEST SANTA MONICA MOUNTAIN LOOP

    Rancho Sierra Vista Rancho Sierra Vista/Point Mugu, Newbury Park, CA, US

    ROUTE This will be our planned route. We can get in some street riding along with some dirt as well on this event. Although Potrero Road and PCH can be intimidating to some riders, by starting out early Sunday morning, the traffic will be very light. Make sure you have Tannus inserts, green slime or […]

  • Angel Vista – Just past Full Moon Potluck hike

    Rosewood Trailhead 305 Regal Oak Ct, Thousand Oaks, CA, US

    3.0 miles, 800' gain, easy-intermediate. Moonrise 6:09 pm Photo by Helen Let's enjoy the gorgeous sunset, full moon, and fun loaded potluck picnic at the beautiful Angel Vista! This is a potluck hike. Please bring food, drinks to share. If your item requires utensils/plates/toothpicks, etc., please bring them. You may wish to bring your own […]

 

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.