High Point Hike: Scenic Adventure via Oak Grove Trail

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Embarking on the Oak Grove Trail to High Point hike is a journey through breathtaking landscapes, challenging ascents, and rewarding vistas. In this blog post, I’ll take you through my personal experience, sharing the highs, the surprises, and the beauty that unfolds along the 13.4-mile hike in San Diego County, California.

Ali at high point

High Point Hike Trail Details and Challenge Overview

Nestled in San Diego County, the Oak Grove Trail to High Point hike unfolds over 13.4 miles, presenting hikers with a challenging yet rewarding route as part of the esteemed Six Pack Of Peaks Challenge. The trail’s varied terrain promises not only steep ascents but also stretches of gentler landscapes, offering a true taste of Southern California’s backcountry.

The first two miles are the steepest, offering an initial stamina test. Once past this section, the trail transitions to a service road, making the journey to the top more manageable. However, the ease of the descent is offset by the last two miles, presenting a challenging downhill stretch, especially when your legs are most fatigued.

Situated near Aguanga, California, this trail demands an average of 7 hours and 29 minutes to complete according to AllTrails. Dogs are welcome but must be on a leash.

For those ready to tackle High Point, the journey begins at the Oak Grove trailhead, opposite the Oak Grove campground. Be sure to display your Cleveant National Forest Adventure Pass in your vehicle when using the Forest for recreational purposes.

Gear Recommendation

For a hike of this magnitude, ensure you’re well-prepared. In conjunction with the famous ten essential items, explore the following gear recommendations:

  • Southern California Adventure Pass
  • Sturdy hiking boots or trail runners with good traction
  • Trekking poles for stability, particularly during the downhill descent
  • Backpack to carry your essentials
  • Layered clothing for temperature changes, including a warm and wind-resistant puffy jacket for the chilly conditions at the summit
  • Ample water to stay hydrated, especially in the sunny areas
  • Snacks to refuel during the journey
  • Sun protection, including sunscreen, a hat, and sunglasses
  • Bug net to protect against insects, especially during warmer seasons when bugs are more prevalent

In conjunction with the famous ten essentials, explore the following gear recommendations:

SoCal Adventure Pass

Eclipse X2 Polarized Sunglasses

REI Co-op Traverse Trekking Poles

The Ascent – Views and Vistas

The initial two miles of the trail set the tone with a rigorous ascent, testing both stamina and determination. The views get better and better with every step you take. As the route progresses, it transitions into a service road, revealing stunning views of San Jacinto. This section of the trail becomes gentler, allowing hikers to fully appreciate the scenic beauty that San Diego County has to offer.

Navigating the service road toward High Point, the trail’s character transforms, guiding you through a more gentle terrain. This stretch allows you to immerse yourself fully in the scenic beauty that envelops you. The amazing views of San Jacinto are always there, making each step feel like a move toward something special.

Despite views of San Jacinto in the distance, the first 5 miles are very much a typical SoCal almost desert landscape. But as you reach the last two miles of the hike, suddenly you are met with pine trees and fall foliage (I hiked this in late November!).

Summit Glory and Lookout Tower Welcome

Reaching the summit marked not only a physical achievement but also an unexpected welcome from the lookout tower volunteer as he shouted “You made it!”, making me jump out of my skin! Even though I saw the ranger’s truck, I certainly was not expecting him to interact with me or hikers in general. This created a memorable moment against the stunning backdrop of Palomar Mountain.

There is a picnic table at the summit, so I enjoyed a quick lunch after putting on my puffy, had a quick photoshoot with the summit wooden signs, and off I went on my merry way back down.

The Descent – Twilight Magic and Navigating Challenges

As I descended back towards the trailhead, the universe had another spectacle in store. A stunning sunset unfolded, turning the trail into a canvas of twilight magic. The sky turned into gorgeous orange and pink hues, and the almost full moon rose in front of me, though barely showing through clouds.

Towards the end of the descent, the trail also throws a surprise at weary legs. The service road may seem forgiving, but the last two miles introduce a steep downhill stretch. Slippery rocks and rolling stones add an unexpected challenge, testing hikers even on the journey back.

Hiking Stats

I started my hike at 11.15 am and made it back to my car at 5.24 pm. It took me just over three hours to climb up, and two hours to come back down. I spent around 45 mins at the top for lunch and photos.

Relive my High Point Hike

As usual, here’s my Relive Video of this hike. I love how it gives a deeper perspective of the terrain. I use the free version, so the video quality is not the best, but it’s pretty good for being free. Best of all, I don’t need to track with Relive, it connects to the Garmin app.

Final Thoughts on my High Point Hike

The High Point hike was not just another check on the list; it was a rewarding half-marathon journey through the heart of San Diego County’s natural wonders. Completing the Oak Grove Trail to High Point marks my triumphant sixth hike as part of my San Diego Six Pack of Peaks Challenge. I’ve conquered the challenge, though I completed the alternate Mount Woodson, not El Cajon Mountain yet.

As I reflect on this achievement, gratitude fills me for the Universe’s generosity. The stunning pink sunset and moonrise were not just beautiful sights; they were visual rewards that added an extra layer of enchantment to this memorable trek. Each step of this 13.4-mile adventure felt like a celebration of resilience, exploration, and the sheer joy of conquering peaks. And you can sign up for the San Diego Six Pack of Peaks challenge here to experience it for yourself!



Post originally published on November 29, 2023, and last updated on April 19, 2024.