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Dirt Bike TrailsUnited States of AmericaSleepy Hollow, Wyoming

Dirt Bike Trails
Near Sleepy Hollow, Wyoming

Explore All Dirt Bike Trails Near Sleepy Hollow, Wyoming

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Dirt Bike Trails Near Sleepy Hollow, Wyoming

Discover the best dirt bike trails near you. Browse trail maps, check difficulty ratings, and find your next adventure — whether you're looking for a quick ride or an all-day expedition.

Learn more about Weston Hills
Weston Hills

Weston Hills

This trail has exceptionally beautiful scenery and rock formations with abundant wildlife to spot along the way. Some areas can be challenging if there are oncoming vehicles, due to blind transitions on the steep grades. There are additional spur trails that are beyond this route and are only access...
Learn more about Weston Hills

Total Miles
12.1
Tech Rating
3Easy
Best Time
Spring, Summer, Fall
Learn more about DJ 220
DJ 220

DJ 220

This is an easy and slow drive with a few hills to climb along the way. Most of the hills could get very difficult if there is any measurable amount of rain. Towards the end there are several areas where you have to open and close several fences. There are lots of opportunities to see mule deer, coy...
Learn more about DJ 220

Total Miles
15
Tech Rating
3Easy
Best Time
Spring, Summer, Fall
Learn more about Bear Lodge
Bear Lodge

Bear Lodge

Bear Lodge is an easy well maintained road for Jeeps, SUVs, Overlanders and horse trailers. 4x4 might be needed in the spring, as there might still be snow and mud. Any vehicle, without four-wheel-drive, may enjoy this road during the dry season. This road has many access points for mountain biking,...
Learn more about Bear Lodge

Total Miles
8.9
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Beaver Creek Road(FS 111)
Beaver Creek Road(FS 111)

Beaver Creek Road(FS 111)

This is a well-maintained, narrow gravel road. There are many great views and a beautiful campground on this drive.
Learn more about Beaver Creek Road(FS 111)

Total Miles
5.6
Tech Rating
2Easy
Best Time
Spring, Summer, Fall
Learn more about Boundary Gulch
Boundary Gulch

Boundary Gulch

Boundary Gulch trail is a Black Hills favorite for off-road enthusiasts of all kinds. The trail leads you to the Cement Ridge Fire lookout. Along the way, you will find ponds, scenic outlooks and the remnants of Tinton Town, an old mining town that turned into a sawmill for the area. There is privat...
Learn more about Boundary Gulch

Total Miles
4.1
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Redbird Canyon Road
Redbird Canyon Road

Redbird Canyon Road

Redbird Canyon Road (FS 376) is a scenic gravel route nestled within the Black Hills National Forest, offering a tranquil drive through dense pine forests and striking red rock outcrops. The road meanders through a series of homesteads before the canyon narrows, revealing a diverse mix of pine and d...
Learn more about Redbird Canyon Road

Total Miles
6.8
Tech Rating
2Easy
Best Time
Spring, Summer, Fall, Winter
Learn more about South Rapid 231.5
South Rapid 231.5

South Rapid 231.5

Don't sleep on 231.5 -- this is a full-on 12-mile run through classic northern Black Hills country, starting muddy and tight in subalpine fir and opening up as it drops toward Black Fox Campground. It runs parallel to the creek in spots, winding through some steep cuts and shaded drainages where you...
Learn more about South Rapid 231.5

Total Miles
12.3
Tech Rating
2Easy
Best Time
Spring, Summer, Fall
Learn more about Kingsbury/Todd Cabin to Hazelton Road
Kingsbury/Todd Cabin to Hazelton Road

Kingsbury/Todd Cabin to Hazelton Road

This trail goes through beautiful Bighorn Mountain meadows. There are numerous camping sites...just park your camper anywhere and stay for 2 weeks for free. You won't see neighbors anywhere close, and you're very likely to have moose and elk wander by your campsite. The historical cabin is restored...
Learn more about Kingsbury/Todd Cabin to Hazelton Road

Total Miles
5.3
Tech Rating
2Easy
Best Time
Spring, Summer, Fall
Learn more about Hole In the Wall Overlook
Hole In the Wall Overlook

Hole In the Wall Overlook

This 40-mile trail starts in Kaycee, Wyoming, right off of I-25, and takes you to the canyon rim overlooking the Hole in the Wall Valley and Hole in the Wall Pass. You can stage in Kaycee and take Old Highway 87 south on the pavement to the underpass, which goes under I-25. From there, this track st...
Learn more about Hole In the Wall Overlook

Total Miles
33.2
Tech Rating
2Easy
Best Time
Spring, Summer, Fall
Learn more about Tinton Road
Tinton Road

Tinton Road

This is a great way to access trails in the area. It is a wide gravel road with several unloading areas. The traffic can get heavy at times. Beware of dust and wash boards.
Learn more about Tinton Road

Total Miles
25.2
Tech Rating
1Easy
Best Time
Spring, Summer, Fall, Winter
Learn more about Boles Canyon
Boles Canyon

Boles Canyon

Boles Canyon is an easy route from South Rapid to Highway 85, which you can connect to Tinton Road. There is a 400-foot elevation change during this 4.9-mile route. It's a single-lane road that is navigable with any vehicle. The area is used for cattle grazing, so be on the lookout for them.
Learn more about Boles Canyon

Total Miles
4.9
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Stots Ridge
Stots Ridge

Stots Ridge

Stots Ridge is a rugged, lesser-known route that runs the spine of a long ridgeline in the southern Black Hills. It's a mix of gravel and dirt depending on the stretch, with rolling terrain that dips in and out of pine forest and scattered meadow. The vibe out here is peaceful and remote--exactly wh...
Learn more about Stots Ridge

Total Miles
5.8
Tech Rating
4Moderate
Best Time
Summer, Fall
Learn more about Bear Run
Bear Run

Bear Run

This trail is short, sweet, and challenging. The trail offers a slice of everything and runs underneath the power lines for a fair bit. It's not a long route, but it's a fun little challenge and a great connection if you're piecing together a loop in the area. There are no formal campsites, but ther...
Learn more about Bear Run

Total Miles
1.8
Tech Rating
4Moderate
Best Time
Summer, Fall
Learn more about Boles Canyon North
Boles Canyon North

Boles Canyon North

This is a short, lesser-traveled spur branching off Boles Canyon Road (FS 117) within the Black Hills National Forest. This gravel route meanders through dense pine forests and open meadows, offering a tranquil escape for those seeking solitude. While specific details about FS 117.1 are limited, the...
Learn more about Boles Canyon North

Total Miles
8.5
Tech Rating
2Easy
Best Time
Spring, Summer, Fall
Learn more about New Moon Loop
New Moon Loop

New Moon Loop

New Moon Road heading toward Rudenvale is a quiet, scenic ride through classic Black Hills country--gravel surface, lightly traveled, and surrounded by big pines and open ridges. It's one of those routes that feels like it belongs in a storybook: peaceful, remote, and perfect for folks looking to sl...
Learn more about New Moon Loop

Total Miles
6.3
Tech Rating
3Easy
Best Time
Summer, Fall
Learn more about Crazy Woman Canyon Road
Crazy Woman Canyon Road

Crazy Woman Canyon Road

The canyon is a spectacular sight, and one of the best nature attractions in Northeast Wyoming. The road that winds through the canyon is lined with steep cliffs on both sides and immense boulders. Crazy Woman Canyon Road is approximately 13 miles long and follows Crazy Woman Creek through the canyo...
Learn more about Crazy Woman Canyon Road

Total Miles
5.1
Tech Rating
2Easy
Best Time
Fall, Summer, Spring
Learn more about West DeerField - FS 110
West DeerField - FS 110

West DeerField - FS 110

West Deerfield Road (FS 110) is a scenic gravel route in the Black Hills National Forest, stretching northwest from Deerfield Reservoir. This well-maintained road meanders through dense pine forests and open meadows, offering a tranquil drive suitable for most vehicles in dry conditions. The road pr...
Learn more about West DeerField - FS 110

Total Miles
8
Tech Rating
2Easy
Best Time
Spring, Summer, Fall
Learn more about Summit Road(FS 265)
Summit Road(FS 265)

Summit Road(FS 265)

This trail leads from Boles Canyon Road to the Summit Ridge cabin and fire lookout. Great views and a good picnic spot.
Learn more about Summit Road(FS 265)

Total Miles
3.6
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Sheep Mountain Fire Lookout Tower
Sheep Mountain Fire Lookout Tower

Sheep Mountain Fire Lookout Tower

From Highway 16, west of Buffalo, you take the Sheep Mountain Road to the lookout. It's an easy ride with spectacular views at the top. The fire lookout facility sits at 9600 feet in the beautiful Bighorn Mountains. You can stay overnight at the facility (rented by the Forest Service) or you can ...
Learn more about Sheep Mountain Fire Lookout Tower

Total Miles
17.7
Tech Rating
2Easy
Best Time
Spring, Summer, Fall
Learn more about Game Farm
Game Farm

Game Farm

Game farm is a local favorite in the Spearfish Area. The area is a game preserve for the South Dakota Fish and Game Department. It can be accessed from Higgins Gultch Road, or from Tinton in the Big Hill Parking lot. Big Hill offers a staging area with room for trailers. Game Farm offers scenic view...
Learn more about Game Farm

Total Miles
7.3
Tech Rating
1Easy
Best Time
Spring, Summer, Fall

ATV trails near Sleepy Hollow, Wyoming

Explore ATV-friendly trails near you. These trails are accessible for vehicles up to 50 inches wide, perfect for ATVs and smaller off-road machines.

Learn more about Weston Hills
Weston Hills

Weston Hills

This trail has exceptionally beautiful scenery and rock formations with abundant wildlife to spot along the way. Some areas can be challenging if there are oncoming vehicles, due to blind transitions on the steep grades. There are additional spur trails that are beyond this route and are only access...
Learn more about Weston Hills

Total Miles
12.1
Tech Rating
3Easy
Best Time
Spring, Summer, Fall
Learn more about DJ 220
DJ 220

DJ 220

This is an easy and slow drive with a few hills to climb along the way. Most of the hills could get very difficult if there is any measurable amount of rain. Towards the end there are several areas where you have to open and close several fences. There are lots of opportunities to see mule deer, coy...
Learn more about DJ 220

Total Miles
15
Tech Rating
3Easy
Best Time
Spring, Summer, Fall
Learn more about Bear Lodge
Bear Lodge

Bear Lodge

Bear Lodge is an easy well maintained road for Jeeps, SUVs, Overlanders and horse trailers. 4x4 might be needed in the spring, as there might still be snow and mud. Any vehicle, without four-wheel-drive, may enjoy this road during the dry season. This road has many access points for mountain biking,...
Learn more about Bear Lodge

Total Miles
8.9
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Beaver Creek Road(FS 111)
Beaver Creek Road(FS 111)

Beaver Creek Road(FS 111)

This is a well-maintained, narrow gravel road. There are many great views and a beautiful campground on this drive.
Learn more about Beaver Creek Road(FS 111)

Total Miles
5.6
Tech Rating
2Easy
Best Time
Spring, Summer, Fall

UTV/side-by-side trails near Sleepy Hollow, Wyoming

Find UTV and side-by-side trails near you. These trails accommodate vehicles up to 60 inches wide, ideal for UTVs, side-by-sides, and wider off-road rigs.

Learn more about Weston Hills
Weston Hills

Weston Hills

This trail has exceptionally beautiful scenery and rock formations with abundant wildlife to spot along the way. Some areas can be challenging if there are oncoming vehicles, due to blind transitions on the steep grades. There are additional spur trails that are beyond this route and are only access...
Learn more about Weston Hills

Total Miles
12.1
Tech Rating
3Easy
Best Time
Spring, Summer, Fall
Learn more about DJ 220
DJ 220

DJ 220

This is an easy and slow drive with a few hills to climb along the way. Most of the hills could get very difficult if there is any measurable amount of rain. Towards the end there are several areas where you have to open and close several fences. There are lots of opportunities to see mule deer, coy...
Learn more about DJ 220

Total Miles
15
Tech Rating
3Easy
Best Time
Spring, Summer, Fall
Learn more about Bear Lodge
Bear Lodge

Bear Lodge

Bear Lodge is an easy well maintained road for Jeeps, SUVs, Overlanders and horse trailers. 4x4 might be needed in the spring, as there might still be snow and mud. Any vehicle, without four-wheel-drive, may enjoy this road during the dry season. This road has many access points for mountain biking,...
Learn more about Bear Lodge

Total Miles
8.9
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Beaver Creek Road(FS 111)
Beaver Creek Road(FS 111)

Beaver Creek Road(FS 111)

This is a well-maintained, narrow gravel road. There are many great views and a beautiful campground on this drive.
Learn more about Beaver Creek Road(FS 111)

Total Miles
5.6
Tech Rating
2Easy
Best Time
Spring, Summer, Fall

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