Winter Park, Colorado

Looking for the best running 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 Running Spots in and near Winter Park

  • Boulder, Colorado

    Mount Sanitas + Sunshine Canyon loop

    5.03 mi / 1257 ft gain
    This loop takes you up Sunshine Canyon, a milder and less crowded grade when compared to the popular Sanitas ridge. You'll head up the canyon for a bit before reaching the terminus of the canyon trail -- where you'll cross the road to pick up on the Lions Lair connector. Continue following this u...
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  • Boulder, Colorado

    Sunshine Lion's Lair Loop

    5.0
    5.05 mi / 1257 ft gain
    This is a mix of trails that will bring you on an easy loop to the peak of Mt Sanitas, but will keep you away from the usual crowds of the more well-known paths up. The hike is a clear path that brings you 5+ miles from around 5,500 ft in elevation to 6,800.  You'll start at the Centennial Trail...
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  • Boulder, Colorado

    Mount Sanitas Loop & Settlers Park

    4.4
    3.83 mi / 1371 ft gain
    First off, these are two different hikes but both stem from the same parking lot and Settlers Park is a mere 5 minutes away from where you park so why not kill two birds with one stone? One of the more popular hikes in Boulder, Mount Sanitas is a 3 mile hike that quickly scales nearly 1,350 feet...
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  • Silverthorne, Colorado

    Lily Pad Lake

    4.7
    3.27 mi / 531 ft gain
    Lily Pad Lake is a well known destination just outside of Silverthorne and in the Eagle's Nest Wilderness. The trail may be heavily trafficked on the weekends, but solitude can still be found in the early mornings or during the weekdays. The trail starts at the Lily Pad Lake Trailhead, just to t...
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  • Boulder, Colorado

    First and Second Flatiron

    4.6
    2.63 mi / 1480 ft gain
    Starting at the ever-popular and ever-populated Chautauqua Trailhead, take the main trail (a highway version of a dirt trail) straight towards the Flatirons. Continue going straight passed the Ski Jump trail to your right (0.2 mi.), then at a crossroads with the Bluebell-Baird trail (0.3 mi.) tur...
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  • 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...
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  • 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...
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  • 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.
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  • Boulder, Colorado

    Trail Run Near Boulder - NCAR Hill Climb

    4.5
    2 mi / 700 ft gain
    The NCAR Hill Climb, so named because it ends at the National Center for Atmospheric Research, is popular with cyclists, but is a great choice for runners as well. Follow the NCAR - Table Mesa Trail to the top, with beautiful views of the Flatirons and surrounding hills during any season.Make sur...
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  • 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...
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  • 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...
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  • 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.
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  • 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.
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  • 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.
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  • 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...
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  • Evergreen, Colorado

    Boulder The Eggs on the Hidden Fawn Trail

    1.3 mi / 171 ft gain
    Looking for a place near Denver to perfect your bouldering skills? Or are you wanting to get the whole family out, but not looking for an extreme/technical hike? Which ever question best describes you, Alderfer/Three Sisters Park is the perfect place to go.This Jefferson County Open Space Park ha...
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