The Best Chillin in Portland

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

Top chillin spots in and near Portland

  • Portland, Oregon

    Explore the 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 as 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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  • Portland, Oregon

    Explore the Portland Japanese Garden

    4.0
    2 mi / 50 ft gain
    While the Portland Japanese Garden is a popular place for tourists, it's also a favorite for Portland residents as it's located right in Washington Park close to trails and across from the Rose Garden. The Japanese Garden also just unveiled its Cultural Crossing expansion in April 2017, which inc...
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  • Portland, Oregon

    Explore Portland's Hoyt Arboretum

    12 mi
    Founded in 1928 to conserve endangered species and educate visitors, Hoyt Arboretum is a 190-acre park in the forest above Portland's NW area. It's only 15 minutes from downtown! There are 12+ miles of trails to explore, my favorite is the Redwood Trail that takes you through towering redwoods an...
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  • Portland, Oregon

    Hike the Wildwood Trail

    5.0
    10 mi / 450 ft gain
    Take the train to Washington Park and hike through the 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 aptl...
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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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  • Portland, Oregon

    Explore Mount Tabor Park

    4.3
    Sitting 400 feet above the city with views of Mt. Hood and Portland doesn't sound to bad right?? Mount Tabor is located in Southeast Portland and is a once active volcano. There are 196 acres of park for you to explore.In order to photograph the best pictures of Mt. Hood I highly suggest getting ...
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  • Portland, Oregon

    Hike the Mount Tabor Loop

    4.5
    2 mi / 350 ft gain
    Mount Tabor City Park is located in the heart of southeast Portland and is situated atop an extinct volcano. It’s comprised of more than 190 acres of beautiful Douglas Fir forest and features several relatively easy routes to the top: the easiest being the road you can drive (but what’s the fun i...
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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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  • Portland, Oregon

    Explore Cathedral Park

    4.5
    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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  • Beaverton, Oregon

    Hike through Tualatin Hills Nature Park

    2 mi
    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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  • 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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  • Portland, Oregon

    A Quick Escape to Sauvie Island

    3.5
    During those summer days when you’re desperately seeking some sand between your toes, open space to soak up the sun, and nature to play around in…Sauvie Island is calling your name. Located just 10 miles outside of downtown Portland, Sauvie Island offers a convenient rural escape that’s just begg...
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  • 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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  • Oregon City, Oregon

    Walk the Canemah Bluff Loop

    5.0
    1.6 mi / 200 ft gain
    You'll never stumble upon Canemah Park unless you're really looking for it. Tucked away in the hills of Oregon City above the Locks, this residential park has a miniature-sized set of everything you'd expect in a children's park: Playground, picnic benches, bathrooms, and wide, forested trails. D...
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  • Camas, Washington

    Hike Lacamas Heritage Trail

    5.0
    3.5 mi / 139 ft gain
    Used often for cross country practice, the Lacamas Heritage Trail is a popular gem in Camas, Washington for all citizens. It is family and dog friendly and comes with endless scenic views of the beautiful Lacamas Lake. Parking is free and there are bathrooms at the entrance.
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  • Camas, Washington

    Kayak Lacamas Lake

    5.0
    Lacamas Lake is popular for all types of water activities with easy access because of it’s dock and free public parking. This area is family and dog friendly and has picnic tables for a place to sit down and have a nice lunch after swimming. Rope swings can be found along the beach if you’re the ...
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