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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

  • Golden, Colorado

    Hike the Elk Range Trail

    2.5
    This is an incredible and beautiful hike that is just off of Route 6 but feels a million miles away. Drive up Douglas Mountain Road for the west park access (and I do mean UP - it's a quick elevation gain), and you'll run right into the Centennial Cone Park entrance. There is a bathroom and a dec...
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  • Boulder, Colorado

    Hike or Bike the Walker Ranch Loop

    4.7
    7.7 mi / 1740 ft gain
    When it comes to hiking trails in Boulder, the standard response usually consists of either Chautauqua Park or Mt. Sanitas, and while both offer excellent hiking options, they are both usually jam packed on the weekends. If you’re looking to stay close to the city, but want a little more seclusio...
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  • Silverthorne, Colorado

    South Willow Falls

    4.6
    6.17 mi
    Start at the Willowbrook Trailhead. You’ll hit a “Y” in the trail pretty quickly - go left and you’ll soon be at the first log bridge. There are quite a few water crossings on the trail, but they are easy to maneuver. After hiking in the Willow Creek Open Space for a bit, you’ll enter Eagle’s Ne...
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  • Boulder, Colorado

    Rattlesnake Gulch Trail

    3.49 mi / 1093 ft gain
    Rattlesnake Gulch Trail is a loop trail that takes you by a river located near Eldorado Springs, Colorado.
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  • Silverthorne, Colorado

    Hike to Old Dillon Reservoir

    4.5
    1.7 mi / 137 ft gain
    Today, Lake Dillon is one of the biggest attractions in the Dillon Valley, attracting boaters, anglers, and campers. However, the large reservoir we know today was not the first one in the area.  The Old Dillon Reservoir was built in the 1930s to supply water to the original town of Dillon, which...
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  • Golden, Colorado

    Hike the Sawmill to Maverick Loop

    4.3
    2 mi / 450 ft gain
    For this adventure, you'll be completing the Sawmill to Maverick loop. It is a short, but gentle trail that will take you through open meadows, to pine forests, and great views of Denver and Golden.Starting from the west parking area, cross the road and hit the Sawmill Trail. This trail starts ou...
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  • Boulder, Colorado

    Green Mountain via Gregory Canyon and Ranger Trail

    5.45 mi / 2313 ft gain
    Green Mountain via Gregory Canyon and Ranger Trail is an out-and-back trail that provides a good opportunity to view wildlife located near Boulder, Colorado.
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  • Boulder, Colorado

    Hike the Red Rocks Loop Trail

    3.7
    1 mi
    Parking is available on either Canyon or Sunshine Roads. During the weekends it tends to get crowded around sunset so plan accordingly. The entire trail is a loop and is a little over 1 mile in length so it doesn't take too long. The main feature is the massive red sand stone rocks that jut out o...
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  • Boulder, Colorado

    Mount Sanitas Peak Trail

    2.57 mi / 1296 ft gain
    Explore the natural wonders of Boulder, Colorado, with the Mount Sanitas Peak Trail hike. This trail offers stunning vistas of the Rocky Mountain wilderness and Colorado's Front Range. This hike is just over 2.5 miles with about 1300 feet of elevation gain.  Parking and Access: Start your hik...
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  • Boulder, Colorado

    Red Rocks and Anemone Trail Loop

    1.26 mi / 459 ft gain
    Red Rocks and Anemone Trail Loop is a loop trail that provides a good opportunity to view wildlife located near Boulder, Colorado.
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  • 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

    Hike to the 1st Flatiron

    4.6
    2.4 mi / 1422 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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