Beginner Off-Road Trails Near Whippoorwill, Oklahoma

This back road is a shade narrower than the surrounding routes, but its loose-gravel surface stays smooth primarily, broken only by the odd stretch of washboard or a stray pothole. It slips past a lone…
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The track curves lazily in places yet stays mostly straight, its gravel surface interrupted only by the odd washboard ripple or pothole. As you ease past isolated homesteads, a few scattered trees line the way,…
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This back road runs a little tighter than its neighbors, yet the gravel surface is primarily smooth, apart from the occasional washboard patch or pothole. Because the route cuts through open-range cattle country, you will…
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This gravel back road twists and turns across gentle terrain, its surface generally smooth yet interrupted by the occasional washboard, pothole, or drainage ditch. A stand of trees appears as you ease past scattered homesteads,…
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The road starts out as loose gravel that is reasonably well-kept, though the corrugations and potholes left by recent rain and steady ranch traffic will keep you alert. Most of the drive runs straight across…
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The drive begins on well-graded gravel that rolls smoothly beneath the tires, but short stretches of loose rock and washboard keep you from switching off entirely. A sturdy bridge carries you over a small creek…
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The route rolls out as a loose-gravel back road that is generally sound but still rattled by washboard ridges and potholes left behind by recent storms and the trucks that rumble through. Long, straight stretches…
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The track is a seldom-traveled ribbon of loose gravel;about halfway in, a slick hairpin drops toward the river, where the crossing proves deeper than it looks, and the base is nothing more than soft mud…
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The road rolls out as a fairly well-kept ribbon of gravel, but the steady traffic of ranch trucks has carved in corrugations and pocked it with potholes, so expect a bit of shake and rattle.…
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Winding through the rolling hills of the Osage, better known as Killers of the Flower Moon country, this trail begins with relatively smooth but loosely packed gravel that turns rougher where the washboarding and water-scoured…
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This lane is narrower than most main routes, and while the gravel is generally well-groomed, rocky patches and washboard bumps keep the ride lively on its winding stretches. It rolls past a handful of farmhouses,…
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The track doubles as an access road for local farmers and crews who service the nearby wind turbines, so it stays in decent shape, though corrugations and the occasional pothole still jolt the suspension. After…
Learn more about Oil Field Lease Road

The road begins as a narrow, twisting ribbon of rough gravel, its ruts rattling the rig while it drops toward a series of shallow stream crossings where mud can linger long after a storm. Once…
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The route runs over generally well-graded gravel, though frequent corrugations and scattered bumps keep the suspension working. A couple of concrete fords carry the track over shallow rivers, and you will likely meet a steady…
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The road is a broad, well-groomed strip of gravel that rolls almost effortlessly across open grassland. Corrugations and potholes are rare, so the ride stays smooth for long stretches. Expect a steady flow of ranch…
Learn more about Southeast Ferrell

The track is largely well-graded, yet gentle climbs and drops add a little variety, and the sharper bends carry washboard ridges that rattle through the chassis. On either side, open fields give way to nodding…
Learn more about Latham Beaumont Road

Winfield Lake Track is an out and back run that provides good views of the lake and surrounding area. This is a municipal lake and there is a day-use fee of $5.00. There is plenty…
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The route is a single-lane track, its hard-packed dirt quickly turning to sticky clay whenever it rains. Midway along, a tight creek crossing waits; the banks drop away more sharply than they appear from above,…
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The trail squeezes into a single lane and mixes slick mud with loose rock almost from the start. A short stretch of smooth gravel encourages a little extra speed, but the road soon crests and…
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The track squeezes into a single lane of muddy, rock-strewn gravel that rises and dips over a handful of short climbs and drops. Tight, twisting corners keep you on your toes, and a few shallow…
Learn more about Southeast Wiedemann

Most of this route snakes through the hills as a single-lane strip of rough, rocky gravel, bouncing over washboard ridges and splashing through a handful of shallow streams. A few miles from the end, it…
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This gravel backroad stays in decent shape for most of the year, though it ripples with light corrugations and hides the occasional pothole. Late-May rains turn stretches slick and muddy, so four-wheel drive is handy…
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The route runs mostly straight across well-graded gravel, though it bends just enough to keep things interesting and crosses over a broad concrete bridge spanning the creek. Shallow corrugations, scattered potholes, and late-May mud remind…
Learn more about County Road 31

This route was created to honor Big Brutus. 90 Miles of adventure through local towns around Brutus. 90% of this trail is gravel road. 5% mud after some rain. This route will show a lot…
Learn more about Big Brutus Poker Run

The road keeps a mostly straight course, bending just enough to break the monotony, but the surface dips and heaves and is uneven in sections that make the vehicle sway, so easing off the throttle…
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This trail is part of the Oklahoma Adventure Trail and follows a well-maintained gravel road that passes through a quiet rural area lined with attractive, well-kept homesteads. Most of the route is smooth and not…
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This trail is part of the Oklahoma Adventure Trail and follows a well-maintained gravel road that passes by a series of attractive, well-kept homesteads. The surface is in good condition and produces minimal dust, making…
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This trail is part of the Oklahoma Adventure Trail and winds through classic cattle and horse country along a well-maintained gravel road bordered by attractive, well-kept homesteads. Shaded sections of the road are prone to…
Learn more about East 330

This trail is part of the Oklahoma Adventure Trail and follows a well-maintained gravel road that was recently graded as of May 2025. It passes through a pastoral landscape lined with farmhouses and homesteads, and…
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The path quickly narrows into a muddy ribbon across open range, so you'll pass through several cattle gates and might spot cows lingering on the roadway, drawn by the sound of your engine. Occasional oil…
Learn more about Township Road 50