Known as Colorado’s easiest fourteener, Quandary Peak is the state’s 15th-highest peak at 14,265ft. Though you'll see plenty of dogs and children, 'easiest' may be misleading – the summit remains 3 grueling miles from the trailhead. Go between June and September.
The trail ascends to the west; after about 10 minutes of moderate climbing, follow the right fork to a trail junction. Head left, avoiding the road, and almost immediately you’ll snatch views of Mt Helen and Quandary (although the real summit is still hidden).
Just below the timberline you’ll meet the trail from Monte Cristo Gulch – note it so you don’t take the wrong fork on your way back down. From here it’s a steep haul to the top. Start early and aim to turn around by noon, as afternoon lightning is typical in summer. It’s 6 miles round-trip, taking roughly between seven and eight hours. To get here, take Hwy 9 south from Breckenridge toward Hoosier Pass. Make a right on County Rd 850 and turn right again onto 851. Drive 1.1 miles to the unmarked trailhead. Park parallel on the fire road.