Winter Park, Colorado

Looking for the best hiking in Winter Park? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Winter Park. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Winter Park

  • Boulder, Colorado

    Hike the Big Bluestem Trail Loop

    4.0
    4.35 mi / 841 ft gain
    This is a great spot for an easy/moderate hike or trail run. The trail is accessible year round and can often be hiked in winter as well as other seasons. You start out at the Mesa Trailhead parking lot off of Hwy 170. There is a parking lot here but this is a starting spot for several hikes into...
    Read more
  • Boulder, Colorado

    Hike Bear Peak

    4.8
    7 mi / 2810 ft gain
    The best advice I can give you? Wake up early to start this hike.Even though the Bear Peak hike will only take you about 4-5 hours round trip, it will still be advantageous to get off the mountain before afternoon and evening storms might pass through. This is a steep 7-mile out and back trail.St...
    Read more
  • Boulder, Colorado

    Doudy Draw Trail

    5.0
    4.37 mi / 433 ft gain
    Doudy Draw Trail is an out-and-back trail where you may see beautiful wildflowers located near Boulder, Colorado.
    Read more
  • Boulder, Colorado

    Scramble Angel's Way

    5 mi / 1000 ft gain
    Angel's Way is an amazing 8 pitch rock climb scramble (5.2) that is tucked away in Skunk Canyon, hidden from the crowds of Chautauqua. The best part of this scramble is you only need your climbing shoes and chalk-bag. It is similar to the 'Free Way' on the Second Flatiron. I would encourage ev...
    Read more
  • Boulder, Colorado

    Boulder's Skyline Traverse

    5.0
    14.77 mi / 4583 ft gain
    Have you ever reached the bottom of a hike with some friends and thought, 'That was nice, but I'd still like to hike more... a lot more.'? Then the Skyline Traverse is for you. Instead of hiking just Green Mountain or Bear Peak, the Skyline Traverse links South Boulder Peak, Bear Peak, Green Mou...
    Read more
  • Boulder, Colorado

    Shanahan Ridge Trail

    4.0
    3.84 mi / 715 ft gain
    Starting on the edge of a neighborhood in South Boulder, this 3.8 mile loop begins its 869 foot elevation gain by meandering through a pine forest. You can 'choose your own adventure' by exploring the handful of trails that meet up with the Shanahan Ridge Trail, such as the South Mesa Trail, Shad...
    Read more
  • Frisco, Colorado

    Hike Red Buffalo Pass, Frisco to East Vail

    13.2 mi / 3400 ft gain
    Starting at the Meadow Creek trailhead in Frisco, you'll find yourself ending up in East Vail at Gore Lake Trailhead. See all photos here.  The trail in Meadow Creek starts to climb at a gradual pace for the 3-4 miles, after a mile or so, take a look back upon the views of Lake Dillion. You'll ar...
    Read more
  • Boulder, Colorado

    Wonderland Lake Trail

    5.0
    1.85 mi / 98 ft gain
    Wonderland Lake Trail is a loop trail that takes you by a lake located near Boulder, Colorado.
    Read more
  • Boulder, Colorado

    Foothills Trail to Wonderland Lake Loop Trail

    2.93 mi / 223 ft gain
    Foothills Trail to Wonderland Lake Loop Trail is a loop trail that takes you by a lake located near Boulder, Colorado.
    Read more
  • Frisco, Colorado

    Eccles Pass via Meadow Creek

    9.85 mi / 2782 ft gain
    Starting at just over 9,000ft the Meadow Creek trail follows the path of the similarly named Meadow Creek. Through a canopy of aspens and pines the trail climbs at a steady, moderate rate. After a few water crossings the trees give way to an alpine meadow that offer a view of the final approach t...
    Read more
  • Frisco, Colorado

    Frisco to Vail through Hike

    5.0
    12.7 mi / 3117 ft gain
    Starting at the Meadow Creek Trail head just off the turn off to Frisco this hike connects the stunning Eccles Pass and Gore Creek trails. Passing over Eccles Pass (11,917') and Red Buffalo Pass (11,742') this spectacular hike passes through dense forest, serene lakes and bubbling creeks. The V...
    Read more
  • Boulder, Colorado

    Hike the Flatirons Vista Loop Trail

    4.7
    3.3 mi
    From the parking lot, take South Flatiron Vista Trail for 2.4 miles, where you'll cross onto North Flatiron Vista Trail. In 1 mile, take the connector trail back to the trailhead. To shorten the loop to 2 miles, hike South Flatiron for just 1 mile to Prairie Vista Trail, which leads back to the c...
    Read more
  • Golden, Colorado

    Mount Galbraith Loop via Cedar Gulch

    5.0
    4.51 mi / 1395.01 ft gain
    Starting at roughly 6,000 ft. this hike will take you to the Mount Galbraith Loop Trail that circles the summit of the Mountain which peaks at 7,247 ft.  Getting there is very simple, from State Highway 93, take Golden Gate Canyon Road west approximately 1.5 miles to the parking area and trailhe...
    Read more
  • Boulder, Colorado

    Hogback Ridge Trail

    2.85 mi / 830 ft gain
    Hogback Ridge Trail is a loop trail where you may see beautiful wildflowers located near Manitou Springs, Colorado.
    Read more
  • Boulder, Colorado

    South Boulder Creek - Mesa Trail - Lower Big Bluestem Loop

    4.0
    4.46 mi / 453 ft gain
    This 4 mile loop ascends only a slight amount in elevation, making for a pleasant loop in which opportunities for appreciation of the nature around you and broad vista photography are in plentiful supply. A great hike for those who may still be building their fitness, as so many trails in Boulder...
    Read more
  • 1398 Longs Peak Road, Colorado

    Storm Peak and Mount Lady Washington

    4.5
    12.57 mi / 5312 ft gain
    This adventure began at the Longs Peak trailhead in southeastern Rocky Mountain National Park, Colorado. I followed the Longs Peak trail for 6 miles to the Boulderfield backcountry camping area. This is a fairly steep on-trail climb of 3,360 feet. After setting up camp at 12,760 feet, my partner...
    Read more