11.3 miles

Distance

1,540 ft

Climb

-1,536 ft

Descent

2 miles

High Point

4 ft

Altitude change

8,282 ft

Altitude min

8,660 ft

Altitude start

8,665 ft

Altitude end

-33.8%

Grade max

30.1%

Grade min

5 miles

Distance climb

5 miles

Distance down

5,210 ft

Distance flat

This routes takes riders through what I would consider to be the best trails that Happy Jack Area has to offer. Although not a long ride, this is not for the faint of heart. If the elevation (all above 8,300') doesn't get you, the steep, technical climbing might. Once it's all over, however, you'll be begging for more

Start this ride from the USFS day-use parking area. Head north on Headquarters trail, which will immediately connect you to a three-way intersection. Stay left here and veer onto Upper UW Loop and then stay left again to continue on the western portion of the loop. Upper UW is a wide nordic track that provides fast, easy riding for mountain bikes.

Turn right at an intersection with Meadow Trail and Ridge Trail, then stay straight (straight on Lower UW Trail, too) to hop onto your first fun descent, Aspen Trail. Aspen Trail quickly departs Lower UW Trail and bombs over roots and streams as it winds its way down an undulating hillside. With this undulation comes a couple short uphill bursts, but you should be able to smash right through them.

At the bottom of Aspen Trail (where an appropriately placed aspen grove lives), turn right onto Aspen Trail Connector. This short trail connects you to what I would consider to be the hardest uphill of this ride, Haunted Forest Trail. Haunted Forest brings you up a very steep trail complete with multiple root and rock step-ups. And as if it wasn't hard enough, the trail is an ephemeral creek in the Springtime.

Take this trail all the way to a four-way intersection with Summit Trail and a short connector. Turn left onto Summit Trail and follow that for a short distance to Summit Loop. Turn left onto the Summit Loop climb. This brings you to the ride's highpoint and IMO the best descent, Death Crotch.

From the onset, you know you're in for it when you start Death Crotch. The trail immediately climbs loosely from Summit Loop and then violently drops you through a technical rock garden. After a little more descending, this "descent" treats you with its first surprise, a very steep and loose uphill. Luckily, this is the last up on this trail, and the rest is an all-out blast, technical fun-fest.

From its finish, turn immediately right onto Hooch Trail, which is a climb into a wide descent bringing you over a creek. Continue south here on USFS #707, all the way to the Headquarters parking area. This is a great spot to stop and eat a well-earned snack as there's a picnic table at the TH.

From your snack spot, head uphill on the very rideable and actually quite fun Headquarters trail. This trail brings you up not-too-technical rock gardens and has some not-too-tight switchbacks to ride. Eventually, after much struggling, you'll reach an intersection with Browns Landing. Stay right here onto Headquarters and blast through the tight woods. Continue past the Summit Loop (twice) and head past Double Black Diamond, which will appear on your left.

Finally, turn left onto the Headquarters Overlook trail. This is the perfect lunch spot as it has incredible panoramic views across I-80 to the mountains in both Colorado and Wyoming. From here, you'll be able to see the Never Summers, the Rahwahs, the Medicine Bows, the Mummy Range, and the Snowy Range.

After you've soaked up the view, continue west on Headquarters and avoiding any of the three trail junctions you'll come across, a final left turn on HQ will drop you back to the parking lot and the cold beers you've got stashed in a cooler.
History & Background
Just north of Aspen Trail lies the old Happy Jack ski area. It operated two t-bar lifts from 1963 to 1977.

Detailed Description

Happy Jacked is a 11 mile moderately popular expert route located near Laramie Wyoming. This mountain bike only route can be used one direction and has a hard overall physical rating. This route includes 17 trails. This route climbs 1,540 ft with a max elevation of 8,944 ft then descends -1,536 ft.

Local Trail Association

Laramie BikeNet (www.laramiebikenet.org)

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Trail Products

Wyoming Singletrack: A Mtn Bike Trail Guide
Book

Stats

Distance

11 miles
Avg time

2 hr 57 min
Altitude min

8,282 ft
Altitude start

8,660 ft
Altitude end

8,665 ft
Climb

1,540 ft
Descent

-1,536 ft
Grade max

-33.8%
Grade min

30.1%
Distance climb

5 miles
Distance down

5 miles
Distance flat

5,210 ft

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Trails in Route

	Headquarters NRT				1,759 ft
	Upper UW Connector				400 ft
	Upper UW Loop				1,709 ft
	Lower UW				341 ft
	Aspen				1 mile
	Aspen-Haunted Connector				387 ft
	Haunted Forest				3,740 ft
	Summit				2,185 ft
	Summit Loop				2,559 ft
	Death Crotch				2 miles
	Old Happy Jack Road				138 ft
	Hooch Trail				1 mile
	Headquarters NRT				2 miles
	Summit Loop				3 ft
	Headquarters NRT				210 ft
	Headquarters Overlook				1,463 ft
	Headquarters NRT				1 mile

Details

Riding area

Happy Jack Recreational Area
Primary Activity

Mountain Bike
Difficulty rating

Black Diamond
Route Type

Loop
eBike Allowed

No
Bike type

AM
Direction

One Direction
Physical rating

Hard

status	trail	date	condition	description
	Headquarters Overlook	Jun 11, 2026 @ 12:51pm (America/Denver) Jun 11, 2026
	Headquarters NRT	Jun 11, 2026 @ 12:51pm (America/Denver) Jun 11, 2026
	Aspen	Jun 11, 2026 @ 12:51pm (America/Denver) Jun 11, 2026
	Lower UW	Jun 11, 2026 @ 12:51pm (America/Denver) Jun 11, 2026
	Death Crotch	Nov 10, 2025 @ 1:56pm (America/Denver) Nov 10, 2025