Tom’s Thumb Trailhead to Lookout Mt. Fitness Hike This difficult hike has a steep trail with amazing rock formations. 1,200 ft. elevation gain. This is for experienced hikers. Location: Tom's Thumb Trailhead - 23015 North 128th Street, Scottsdale, AZ, 85255 Skill level: Difficult Distance: ~5.8 miles Time: ~3.5 hours Bathrooms are available at the trailheads.