Sypes Canyon Trail is roughly a 3 mile ascent to vast overlooks of Bozeman making for a 6 mile roundtrip ride. As a quick out and back trail, Sypes Canyon is perfect for getting in a quick ride at sunrise or sunset. Expect 45 on the way up and under 15 minutes to get down.
Located on the south side of the Bridger Mountains, Sypes canyon can be reached by traveling North on 19th Avenue, turning North on Springhill rd. and then taking a right onto Sypes Canyon rd. There is a small upper parking lot and a larger lower parking lot. I suggest parking in the lower lot and pedaling the short distance uphill to the trailhead. Sypes Canyon is a popular destination for both hiking and mountain biking so be cautious and make noise (Yipppeee) when traveling downhill. I have even seen a senseless hunter hiking this trail in fall.
The trail begins by ascending steep stairs often traversed via "hike-a-bike." Do not fret, once a top the initial stair section and down through a jagged rocky section the trail opens up and begins to ascend smooth single track. In early summer, there is a small creek to cross but soon dries up. This trail rides best in fall or in the cool hours of the morning and evening as there are many bugs on the lower section of Sypes Canyon. After gaining a section of switchbacks and tree rooted trail, gain the false summit and take a left. This trail will meander further up the ridge to a lookout bench and further to large panoramas of Bozeman.
Continue up the trail until reaching very jagged rock and a fork. By heading right, you can reach the "M Trail" or stay left to continue to gain ground towards Mt. Baldy. The trail will soon disappear at this point and is rarely ridden. I suggest turning around once atop the jagged, white colored rocky trail.
Below is a video taken of the trail in fall. Enjoy.