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Winter Park, Colorado

Looking for the best fitness 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 Fitness Spots in and near Winter Park

  • Allenspark, Colorado

    Hike to Ouzel Falls

    4.0
    5.22 mi / 870 ft gain
    Located right outside of Rocky Mountain National Park, this hike is perfect for anyone looking to do a little exploring without the cost of a park fee. The drive through the Rocky Mountains to the trailhead is an added bonus. This hike is great because it has multiple attractions all along the wa...
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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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  • Allenspark, Colorado

    Ouzel & Ogallala Peaks

    17.18 mi / 4403 ft gain
    Begin at the Wild Basin Trailhead in southeastern Rocky Mountain National Park near the town of Allenspark. Plan to start before sunrise if attempting this trek as a day trip in order to avoid afternoon thunderstorms above the treeline. This trip can easily be made into a backpacking experience b...
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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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  • 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 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

    Royal Arch Trail

    4.4
    3.32 mi / 1220 ft gain
    Royal Arch Trail climbs up Boulder's famous Chautauqua Park to an archway formed by sandstone rocks that tower over thirty feet high. Start at the Chautauqua Trail Station by the Ranger Station, and continue up Bluebell Road for 0.7 miles. You will then arrive at a more forested area, where you ...
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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

    Woods Quarry via NCAR

    4.2
    3.28 mi / 755 ft gain
    You can start from Chautauqua Park, but I prefer to start at NCAR, especially since there is ample parking and you can take a bathroom break inside before hitting the trail. From the intersection of Table Mesa Drive and Broadway in Boulder, drive west on Table Mesa to its end at the NCAR buildin...
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  • Boulder, Colorado

    Hike South Boulder Peak

    4.5
    6.7 mi / 2900 ft gain
    Starting at the Mesa trailhead, continue a half a mile through a relatively even grade before arriving at the North Fork Shanahan trailhead, which will take you another half a mile on much steeper grade up to Fern Canyon where you will start a much harder portion of the hike; here, you'll head st...
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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

    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

    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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