Winter Park, Colorado

Looking for the best chillin 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 Chillin Spots in and near Winter Park

  • Nederland, Colorado

    Climb in Boulder Canyon

    5.0
    Heading west from Boulder, take CO 119/Boulder Canyon Drive into Boulder Canyon. Once you're in the canyon, there are many areas that all have great climbing. For the more traditional climber, there are areas such as Castle Rock (39.9787, -105.4551) and the Happy Hour Crag (40.0033, -105.3939). P...
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  • Golden, Colorado

    Hike to Forgotten Valley

    4.3
    3.6 mi / 852 ft gain
    There are over 35 miles of hiking trails in the park. The twelve trails in Golden Gate Canyon State Park are named after an animal and marked with the animal’s footprint.For a 2.6 round trip hike, start at the Burro Trailhead in Golden Gate Canyon State Park. You’ll immediately cross over a lit...
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  • Evergreen, Colorado

    Watch the Sunset from Mt Evans Road

    5.0
    Leave Evergreen, CO and access the Mount Evans Road and Mount Evans Recreation Area from Squaw Pass, CO 103 at Echo Lake.Drive along the slopes of Mount Evans, a Colorado 14er standing at 14,264 ft. 5 switchbacks down from the summit, on a tight hairpin turn, is a small parking area near 13,900f...
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  • Dillon, Colorado

    Off-Road to Glacier Mountain

    5.0
    7.4 mi / 2100 ft gain
    The trail begins just past historical Main Street Montezuma. You will see a sign on your right for St. Johns road. This road is officially marked as 275 on a map. The original road lead to St. Johns but not much of the town remains.You will cross the Snake River almost immediately after you turn ...
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  • Allenspark, Colorado

    Ouzel Falls

    4.2
    5.22 mi / 1004 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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  • Boulder, Colorado

    Lost Gulch Overlook

    0.11 mi / 21.43 ft gain
    Lost Gulch Overlook: Boulder's Premier Sunset & Mountain View Destination A short drive up the very steep Flagstaff Mountain brings you to incredible views spanning from the eastern plains to the jagged, snow-capped peaks of Rocky Mountain National Park. Lost Gulch Overlook offers one of the...
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  • Grand Lake, Colorado

    Catch the Fall Colors on the West Side of Rocky Mountain NP

    4.0
    A Fall adventure in Rocky Mountain National Park is among the most spectacular experiences Colorado has to offer. The change of the seasons offers an amazing change to the landscape that makes taking a bad picture darn near impossible. The light is perfect, the elk are in rut, and the mountains o...
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  • Silverthorne, Colorado

    Old Dillon Reservoir

    4.5
    1.58 mi / 144 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

    Red Rocks Loop Trail

    3.7
    1.34 mi / 412.07 ft gain
    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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  • 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

    Catch a Boulder Sunrise from NCAR

    A great place to watch the sunrise in Boulder is at NCAR, the National Center for Atmospheric Research. Park in the parking lot at the top of the hill, and if you're feeling up to it, you can walk south for about 10 minutes to an adjacent hill with beautiful views. Either way, you will want to ge...
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  • 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...
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  • Frisco, Colorado

    Lake Dillon

    4.3
    To get to the southern end of the lake from Denver, head west on 70 until you reach 9. Take 9 for a few miles until you find the spot on the lake where you want to get started. On the south side of Lake Dillon, there was an abundance of old stumps lining the beach, which would occasionally drift...
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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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  • Frisco, Colorado

    Rainbow Lake via Peaks Trail

    1.63 mi / 177 ft gain
    Rainbow Lake via Peaks Trail in Colorado, located near Frisco, is a popular trail for its accessible, family-friendly path and stunning mountain views. This easy hike leads through forested areas, vibrant wildflower patches, and alongside small streams, ultimately reaching Rainbow Lake, a serene ...
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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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