Oregon

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

Top Chillin Spots in and near Oregon

  • Gladstone, Oregon

    Run the Clackamette Park Loop

    1.2 mi / 10 ft gain
    Clackamette Park is known for its prime destination right off of the freeway and across from Oregon City's most popular shopping area, but it's frequented for its public boat dock, RV facilities, and handicap-accessible picnic benches. While the rest of Portland's parks freeze over or flood, Clac...
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  • Maupin, Oregon

    Explore White River Falls State Park

    White River Falls is located 35 miles south of The Dalles and 4.5 miles east of Tygh Valley. With only a short walk from the parking area to the viewing area and trails leading down to the water.White River Falls, which is the furthest upstream, drops about 75 feet with multiple channels, and at ...
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  • Bend, Oregon

    Hike to Lucky Lake

    5.0
    2.5 mi / 405 ft gain
    Located just 4.36 miles past the popular Elk Lake Day Use turnoff, the trailhead is on the right side of the highway, marked by a small 'trailhead' sign. The hike begins at the Senoj Lake Trailhead and climbs up to the lake for 1.26 miles. Once you reach the lake, you can choose to go left or rig...
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  • Tiller, Oregon

    South Umpqua Falls

    If you are early enough, you can park at the designated day use parking area, which is where the bathroom is. There are picnic benches there along with a path to the top of the falls. If you want to be where the real action is, take the dirt trail down to the bottom of the falls which is less tha...
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  • La Pine, Oregon

    Hike up Paulina Peak

    5.0
    6 mi / 1800 ft gain
    Distance: 6 miles, out-and-back (Can also be done as a 12 mile loop via Crater Rim Trail).  Starting at Paulina Lake, just past the Visitor Center lies a marked trailhead for Paulina Peak. The trail starts close to the road and winds through the forest around the back of some lake maintenance fac...
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  • Beaverton, Oregon

    Oak and Old Wagon Trail Loop

    2.1 mi / 197 ft gain
    This is an awesome place to escape to for a workout, or just a walk through the forest! You can make it a short walk, or turn it in to 6+ miles of loops! The one main trail is paved, but it’s not hard to find some single dirt track trails branching off and wandering through the trees, it can make...
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  • Tillamook, Oregon

    Explore Bayocean Peninsula Park

    5.0
    8 mi / 100 ft gain
    Located just west of Tillamook on the way to Cape Meares is an expansive forested park that juts out into Tillamook Bay. The main "trail" is an old unpaved narrow road called Bayocean Dike Road that stretches 4 miles down to the point. It's perfect for a long run, leisurely hike or mountain bikin...
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  • Princeton, Oregon

    Camp on the Alvord Desert

    5.0
    You can drive onto the desert from several different dirt access roads along the Fields-Denio Rd, coming from the town Fields. You are allowed to drive out and camp anywhere on the playa except for along the west side, which is private property. The area is not fenced, but it is up to you to be a...
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  • Portland, Oregon

    Warrior Rock Lighthouse

    4.3
    6.04 mi / 148 ft gain
    This is a perfect easy hike close to Portland on Sauvie Island that offers more than just a walk through a forest. At the end of the 3 mile trail is a long secluded beach and the Warrior Rock Lighthouse. This has become one of my favorite go-to runs on a summer weeknight evening or for a quieter ...
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  • Government Camp, Oregon

    Snowshoe Tom, Dick, and Harry

    5.0
    8 mi / 1710 ft gain
    Your day of adventure will start at the Skibowl West parking lot. Unfortunately, due to snowplowing, the roadside parking to the Mirror Lake trailhead is covered in snow. If you are doing this hike in the summer, be sure to check out this adventure: Climb Tock, Dick, and Harry Mountain!After you ...
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  • Astoria, Oregon

    Airport Dike Trail

    3.0
    4.11 mi / 79 ft gain
    Parking for this hike can be found at either end of the trail. It starts at the west end of the Lewis & Clark Bridge from a small access road that is used as a parking lot. From here it is a flat walk along an old grassy road that is well maintained. If you forgot to bring along bags to pi...
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  • Jordan Valley, Oregon

    Float the Wild and Scenic Owyhee River

    5.0
    49.5 mi / -900 ft gain
    OverviewLocated in remote southeastern Oregon the Owyhee River offers an off the grid adventure through the high desert that you will not soon forget.  The 50 mile section of river from Rome to Birch Creek is usually boated between March and June when there is adequate runoff to support larger bo...
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  • Prineville, Oregon

    Fly Fish Crooked River

    5.0
    Head East out of Bend, Oregon towards Prineville Reservoir State Park and Highway 27, which runs along the Crooked River. It is about an hour outside of Bend. Once you reach Highway 27 (Crooked River Highway), there are several campgrounds and pull-outs along the side of the road where you can st...
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  • Marion County, Oregon

    Hike Mt. Jefferson's Park Ridge

    5.0
    7.4 mi / 1500 ft gain
    From the Breightenbush Lake PCT trailhead (5,600ft Elevation) you hike through a thick forest until you reach an old burn area. This area was burned from a forest fire and has rebirthed lush green plants and bushes to help feed all the animals in the area. After a mile of climbing through the bur...
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  • 7444-7498 Southwest 160th Avenue, Oregon

    Bike the Westside Regional Trail

    8 mi
    Technically this trail stretches from the Tualatin Hills Nature Park, down through the west Beaverton/ Sexton Mountain area and can comfortably get you to Barrow’s park near Big Al’s. The trail from end to end comes in at just over 8 miles, so a down and back by bike can make for a good workout a...
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  • Crescent, Oregon

    Odell Lake

    4.7
    10 mi / 65 ft gain
    This spot in central Oregon is a beautiful, natural lake where you can combine a nice hike with an afternoon of fishing. There are opportunities for multiple hikes surrounding the lake that are moderately challenging hikes and also remain scenic throughout the 10 mile trek around the lake. Relax...
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