There is a ring of about 15,000 acres of open space with 140 miles of trails for public use surrounding the Conejo Valley. All too often the Conejo Valley Guide Facebook Page we hear requests for which trail are "stroller friendly" and/or suitable for young children. Here is a sampling of some of the more popular ones in the area.
Wildwood Park to many is the single greatest spot for family hikes and stroller-friendly trails. With 14 trails covering 17 miles, including the popular hike to Paradise Falls and the teepee as well as some wide, relatively flat sections along the Mesa Trail towards Lizard Rock.
It takes a bit of driving via the Norwegian Grade and Santa Rosa Road to get there, but the Conejo Canyons Bridge in the Western Plateau area of the Conejo Open Space leads to several miles of nice, flat, well-maintained family-friendly trails leading to tree-canopied picnic areas.
Speaking of the Los Robles Trail, another great little hike to take with the kids is the Oak Creek Canyon Loop Trail. The first 4/10th of a mile of the trail, accessible off of Greenmeadow Avenue in Thousand Oaks, is the Oak Creek Canyon Whole Access Interpretive Trail. This is a nice, shady, flat trail picnic benches along the path. The remainder of the loop is not quite as stroller friendly, with a couple moderately steep sections that can be navigated on foot.
The Rancho Sierra Vista/Satwiwa area managed by the National Park Service in Newbury Park has over several miles of trails to explore, most of which are flat and stroller-friendly. The Satwiwa Loop Trail takes you around the area and the Satwiwa Native American Indian Culture Center makes for a fun stop with the family when open on weekends.
Cheeseboro/Palo Comado Canyons offer great family hiking opportunities. While there's definitely hills surrounding these canyons, try the Cheeseboro Canyon Trail, the 4 to 5 mile main artery into the park. Flat and kid/stroller friendly it is. Also try the Doubletree Trailhead connector to the Palo Comado Trail. Flat, fun and scenic.
Although you will encounter pretty significant hills in the Lang Ranch/Woodridge Open Space in Thousand Oaks, it is worth checking out with the kids for its wide open trails and interesting sandstone rock formations. If you are really strong, strollers are possible here, but do know that you will encounter some hills like the hill shown in the image below.
For a more comprehensive compilation of trails in the Conejo Valley and throughout Ventura County, visit THIS LINK.