Hikes, Workshops & Fitness Events
Guided wilderness travel, fitness drop-ins, and in-person workshops.
Upcoming Schedule
Vasquez Rocks
This will be a moderate difficulty loop at Vasquez Rocks. Sights include Hilltops, Ridges, Canyon Views, and AWESOME MOON ROCKS! Elevatio...
Ascent Fitness Drop-in
Durability engineering for the backcountry. Build the quads and hamstrings necessary to power up the mountain and control your descent sa...
Third Thursday Workshop: Backcountry Foundations
Competence creates calm. Join us in-person for a focused session on backcountry awareness, wilderness medicine basics, and trip planning.
Rock Ridge Open Space
A moderate to moderate/hard loop in the Conejo Valley. Sights include Hilltops, Ridges, Canyon Views, Oak Groves. Elevation Gain ~1,450ft...
Breaking into the Backcountry: Six Systems for Safe Wilderness Travel
Competence creates calm. Join us in-person for a focused session on backcountry awareness, wilderness medicine basics, and trip planning.
Ascent Fitness Drop-in
Durability engineering for the backcountry. Build the quads and hamstrings necessary to power up the mountain and control your descent sa...
Los Robles Open Space
A easy loop in the Conejo Valley. Sights include Meadows, Ridges, and Oak Groves. Elevation Gain ~500ft over 3ish miles.
Autumn Ridge and Oak Grove Loop
A loop that overlooks Simi Valley to the north and drops into oak groves on the south end. Expect to see hilltop, ridges, canyon views, a...
Rocky Overlook
This evening hike will feature a seldom visit hilltop overlooking the lakes and reservoirs outside the Thousand Oaks / Westlake Village a...
Free Drop-in: Ascent Fitness
If you feel winded on the trail, or you have a distant or near term outdoor goal you want to start preparing, this session will show you ...
Breaking Into the Backcountry - Free Event
A free introduction to Five Miles Further's Six Systems framework for backcountry readiness. No backcountry experience required.
Ocean Views
This morning hike will explore a web of trails through rolling meadows and brushy approached to overlook the Pacific Ocean. We'll stop an...
Free Drop-in: Ascent Fitness
If you feel winded on the trail, or you have a distant or near term outdoor goal you want to start preparing, this session will show you ...
Become a Backcountry Leader
Turn your backpacking know-how into a complete trip plan for a route of your own choosing, built session by session with direct feedback ...
Hiker Safety: The Ten Essentials
Five Miles Further teaches the Ten Essentials framework for day-hike safety: the knowledge, kit, and judgment to catch small trail proble...
Backpacking Basics: The Six Systems
Five Miles Further's framework for backpacking confidence, covering the six systems that turn a confident hiker into a capable backpacker...
Ridges and Valleys
This city overlook climbs a steady hill until we reach a peak overlooking the north San Fernando Valley. There will be grassy hills and t...
Free Drop-in: Ascent Fitness
If you feel winded on the trail, or you have a distant or near term outdoor goal you want to start preparing, this session will show you ...
Rock Garden
A little known ranch in the Simi Valley area with sandstone outcroppings and features to explore. Being a short walk in a loop, this shou...
Free Drop-in: Ascent Fitness
If you feel winded on the trail, or you have a distant or near term outdoor goal you want to start preparing, this session will show you ...
Creekside Trail
This walk in Oaji is in a preserved wilderness above the town and follows up a creek up to a view of the valley below. There's a little k...
Free Drop-in: Ascent Fitness
If you feel winded on the trail, or you have a distant or near term outdoor goal you want to start preparing, this session will show you ...
No Local Events Scheduled Right Now
We're planning our next season of hikes, workshops, and drop-in sessions. Sign up below to be the first to know when new dates are posted.
Follow us on Instagram for updates
Nothing Matches That Filter
No events in the selected categories are scheduled right now. Try a different combination, or view everything on the calendar.
The FMF Rating Standard
Subjective ratings like "Easy" or "Hard" mean different things to different people. Other systems require a calculator to understand. We value clarity and preparation.
The Crux Rule: Miles and Gain come from the trip's hardest single day, ranked by Gain tier first and Miles as the tiebreaker. Terrain is rated independently — whatever the hardest terrain is anywhere in the trip, regardless of which day it falls on.
Above 8,000 ft total elevation, limit ascent to 1,500 - 2,000 ft before resting at the new altitude.
Adventure Rating
- G: Appropriate for all audiences — a fun, easy walk. No specific challenges to be aware of. Events with no rating listed are always G.
- PG: Appropriate for most people. Check the event description for specific notes on light challenges. Often pairs with a Terrain rating above .1.
- PG13: Might feel adventurous to some — uneven surfaces, light scrambling, or other challenges. Often pairs with a Terrain rating above .2.
- R: Mental challenges alongside the physical ones. Achievable safely with the right coaching and skills. Often pairs with a Terrain rating above .3, and may include some airiness or exposure, with adequate safety protection in place.
Example: Steep Conditioning Hike
Consider a standard training loop: 3 miles round-trip on a loose dirt trail with 1,800ft of elevation gain.