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

  • Portland, Oregon

    Wildwood Trail in Washington Park

    5.0
    7.63 mi / 1503 ft gain
    Take the train to Washington Park and hike through Hoyt Arboretum. This will bypass a few miles of Wildwood Trail, but you won't miss much. In the arboretum, the trail twists and turns through the trees, will smaller trails jutting off to the sides, through other groups of trees (each trail is a...
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  • Portland, Oregon

    Explore Cathedral Park

    4.6
    Located right underneath the St Johns Bridge, Cathedral Park is hard to miss. It was given its name due to the Gothic looking arches that sit above the park.This is one of my personal favorite places to photograph especially if you enjoy photographing bridges. This park can be crowded or have eve...
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  • Portland, Oregon

    Photograph Downtown Portland From Pittock Mansion

    4.7
    Pittock Mansion offers a one of kind view of downtown Portland. This is a historic site that allows public access throughout the day and night. Parking is available at Pittock until 9pm but if you wish to visit the grounds after hours you can park at the bottom of the driveway, walk around the ga...
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  • Detroit, Oregon

    Boca Cave & Triangulation Peak

    4.0
    4.75 mi / 1053 ft gain
    Triangulation Peak, Spire Rock and Boca Cave TH #3372 The trail starts on level ground where you travel east along the top of the ridge. There are multiple trees that have fallen across the trail making the hike quite adventurous. Some trees you'll go over and some you will need to go under. Dep...
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  • Yachats, Oregon

    Hike the Cooks Ridge Trail at Cape Perpetua Scenic Area

    5.0
    6.5 mi / 1500 ft gain
    If you've set up camp at Perpetua Campground, head out toward the Cape Perpetua Visitors Center, head east along the Cooks Ridge Trail. After 3.75 miles and 1500ft elevation gain, head south and then west along the Cummins Creek Trail, eventually ending up at the ocean along Neptune State Scenic ...
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  • Portland, Oregon

    International Rose Test Garden

    4.6
    The International Rose Garden located in Washington Park near downtown Portland is a must stop on your visit to the Rose City. The City of Roses, as Portland is known, won't let you down. Portland is host to the largest Rose Test Garden in the U.S. The 5 acre park, with over 7,000 rose bushes, an...
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  • Clackamas County, Oregon

    Bagby Hot Springs

    4.3
    2.91 mi / 397 ft gain
    Bagby Hot Springs is actually a set of amazing bathhouses nestled in the forest outside of Estacada. They are one of Oregon’s most poplar hot springs, and for good reason. The hike into the hot springs is easy and quite scenic. You’ll cross a bridge over Nohorn Creek and follow the Hot Springs Fo...
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  • Clackamas County, Oregon

    Tumala (Squaw) Mountain

    4.7
    4.51 mi / 1099 ft gain
    On a clear day, this short, secluded hike offers breath-taking views of Mt. St. Helens, Mt. Rainier, Mt. Adams, Mt. Hood, and Mt. Jefferson, as well as of downtown Portland, Coast Range, and the Roaring River Wilderness. Begin the hike from the Twin Springs Trailhead and immediately take your fi...
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  • CRATER LAKE, Oregon

    Watch the Sunrise at Crater Lake

    4.8
    Drive to the overlook at Crater Lake well before sunrise. Actually, you should probably just sleep in your car for a bit to make sure you're not late for this incredible sight. Witness the changing colors and light as the sun creeps over the east side of the lake, throwing shadows and reflections...
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  • Portland, Oregon

    Photograph the St. John's Bridge

    4.5
    To begin, park on North Pittsburg Ave and walk down to the river. Then, turn left and walk down the short less than a quarter mile until you see a spot where the beach is bigger than in other areas. This is an extremely good place to take photographs of the bridge, especially at night. Feel free ...
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  • Lyons, Oregon

    Swim at Three Pools

    5.0
    To get there from Salem, Follow Hwy. 22 east to Mehama. Turn on Little North Santiam Road (FS 2209) and proceed for 12 miles to Three Pools Day Use Area. Three Pools is by far one of the most popular swimming holes in the Northwest. With multiple swimming holes within just feet from one another i...
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  • Clackamas County, Oregon

    Camp at Timothy Lake

    4.5
    Timothy Lake is one very large, man-made lake in the heart of Mt. Hood National Forest, and can be considered one of the best summer camping spots in the area. With more than ten campgrounds to choose from, this area can accommodate almost every type of camping possible - everything from cabin re...
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  • Mount Hood, Oregon

    Explore Lavender Valley

    4.0
    Lavender Valley is a beautiful 6 acre hidden gem just 30 minutes south of Hood River, Oregon. Drive south on Hwy 35 for 12.6 miles to Woodworth Rd. Turn right/west onto Woodworth Rd. Take Woodworth Rd for 1.5 miles to Alexander Rd. Turn right/north onto Alexander Rd. Take Alexander Rd for 1 mile ...
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  • Douglas County, Oregon

    Umpqua Hot Springs

    3.7
    0.52 mi / 108 ft gain
    When you arrive at the hot springs you'll see a bathroom and large dumpster in a small gravel parking lot. From the parking lot you'll see a bridge which leads to the trail up to the springs. Its a 0.25 mile walk up to seven different pools, sitting 150ft. above the North Umpqua River. All the ho...
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  • Oceanside, Oregon

    Tunnel Beach

    4.8
    0.47 mi / 75 ft gain
    The main beach is located adjacent to Oceanside Beach State Park, which can be accessed via Cape Meares Loop/Netarts Oceanside Hwy. Once you arrive at the park, head down towards the beach and start walking North. You'll notice a little hole-in-the-wall past a small group of rocks which you'll h...
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  • Terrebonne, Oregon

    Steelhead Falls

    4.8
    1.98 mi / 148 ft gain
    Following along the Dechutes river for half a mile you will see where the river progressively gets more aggressive. On both sides of the trail you will see beautiful mountain inclines and jagged cliffs. If your lucky you might just see a bald eagle soaring high above! Along with Steel Head being ...
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