Dipsea Steps & Homestead Hill loop — Mill Valley

This challenging loop is estimated to take approximately 56 minutes to complete for jogging. Keep in mind that this is an estimate, and your actual time may vary based on your fitness level and how often you stop to enjoy the views.

No, this loop is considered difficult and is best suited for intermediate to experienced runners. The initial 680-688 Dipsea Steps are a rigorous cardio workout, and subsequent sections feature steep ascents and descents with varied technical terrain.

The terrain is highly diverse and demanding. It starts with the famous Dipsea Steps, followed by rooty singletrack, fire roads, and both steep ascents and descents. You'll encounter unpaved sections, gravel, natural surfaces, and some paved roads. Expect significant elevation changes and potentially uneven surfaces throughout.

The loop offers continuously changing and stunning scenery. You'll pass through dense redwood forests, lush ravines, and cross creeks. As you climb, you'll be treated to panoramic views of the ocean from various points. The route also features the iconic Dipsea Steps and sections of the Homestead Hill Trail.

The trail can be enjoyed year-round, but spring and fall generally offer the most pleasant conditions with milder temperatures and less chance of extreme weather. Summer can be warm, and winter may bring rain, making some sections muddy and slippery.

Yes, the trail is generally dog-friendly, but dogs must be kept on a leash at all times. Please be mindful of other trail users and wildlife.

No, there are typically no permits or entrance fees required to access the Dipsea Steps & Homestead Hill loop.

The loop typically starts in Mill Valley, often near the base of the Dipsea Steps. Parking can be found in Mill Valley, but it can be limited, especially on weekends. Arriving early is recommended to secure a spot.

Given the challenging and varied terrain, wear sturdy trail running shoes with good grip. Layers are advisable due to changing temperatures and sun exposure. Bring plenty of water, especially on warmer days, and consider a small backpack for essentials like snacks, a phone, and a first-aid kit.

Yes, the route incorporates sections of several well-known paths. You'll find yourself on portions of the Dipsea Race route, Homestead Trail, Eagle Trail, Cowboy Rock Trail, and Maverick Trail, among others.

This trail is notable for its historical significance as part of the annual Dipsea Race, America's second-oldest footrace. It's also renowned for its diverse ecosystems, from redwood groves to open hillsides, and its legendary difficulty, making it a bucket-list challenge for many.