Explore the best trails near Redlands with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

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Redlands, California Map
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I was looking for hiking trails in Redlands and both Teddy's Trail and Oak Ridge Trail looked interesting, but unfulfilling on their own. I decided to connect the two, and it turns out they make a fine pair. The trail takes you down into the spacious floor of the canyon before climbing up the side of an occasionally overgrown ridge and up to a utility station. The path then takes you out to Oak Ridge Trail, which switchbacks along the face of the canyon, providing a solid workout alongside beautiful views of the surrounding terrain. The trail ends in Oakmont Park where you can rest under the shade of large trees.

You can do this trail as an out and back, or return using a shortcut through side streets. More adventurous hikers could take the Oakmont Trail Loop back to Teddy's Trail through a bit of wayfinding, which shouldn't be too difficult. There's a lot to explore out there, but it can get hot and overgrown so be prepared.

Easy hike. Great for kids. Paved. Lots to look at and explore.

Easy hike. Very nice in the spring time. Great for kids. Lots to explore. Very short.

walking
1 month ago

This is a short, enjoyable trail that loops around a park encased in an affluent neighborhood. I've walked it twice, and both times there was ample parking. Parts of the trail are shadeless, which can be uncomfortable in the summer sun, but sections do snake through covered areas and hideaways. The foliage is decent during the summer, but I can imagine it being impressive in the spring. There's also a large green field near the entrance of the park, which is a good place to chill whether you hiked or not.

I don't think this should be rated as a moderate hike. I'm not an experienced hiker by any means, but this was easy. More of a pleasant afternoon stroll than anything.

hiking
1 month ago

trail running
1 month ago

A lot of overgrowth the last 2 or so miles of the trail, bushes are like razors, cut me up pretty good. maybe wear leggings until somebody can get in there and clear some of them out.

trail running
1 month ago

Regular trail wasn't long enough for me so used the map and tried to take some other trails, went into some deep canyon areas doing a lot of back tracking and getting cut off by private property meanwhile shredding my legs with razor bushes, definitely wearing leggings next time and possibly a machete to clear bushes.

hiking
1 month ago

one of my favorite trails in the city. it is currently closed until September.

on Caroline Park

1 month ago

The park is okay. I could see how it would be pretty during the spring when everything is green and flowers are blooming. During summer it's all brown. Biggest downfall is that the trail is super short. I looped the outer rim of the park 3 times in about 25-30 mins, but it gets boring. The trail is not moderate either. It's fairly easy!

2 months ago

hiking
2 months ago

The trail was very overgrown.

hiking
2 months ago

hiking
3 months ago

walking
3 months ago