Milwaukie, Oregon

Top Spots in and near Milwaukie

  • 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

    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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  • Portland, Oregon

    Pittock Mansion via Wildwood Trail

    6 mi / 843 ft gain
    Pittock Mansion via Wildwood Trail is an out-and-back trail that provides a good opportunity to view wildlife located near Portland, Oregon. Once the private home of the prominent Portland pioneer Pittock family, the Pittock Mansion is a 22-room architectural marvel designed by Edward Foulkes an...
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  • Portland, Oregon

    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

    Hoyt Arboretum

    1.4 mi / 148 ft gain
    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 a...
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  • Portland, Oregon

    Ole Bolle Troll

    5.0
    Have you heard of the PNW trolls? There are 6 total in Washington and Oregon.  Ole Bolle, the Portland Troll, is an art installation located at the Nordic Northwest Campus in Tualatin Valley, Oregon. Crafted by Danish artist Thomas Dambo, Ole Bolle is part of the “Northwest Trolls: Way of the Bi...
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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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  • Oregon City, Oregon

    Walk the Canemah Bluff Loop

    4.5
    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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  • Portland, Oregon

    The Witch's Castle

    0.98 mi / 128 ft gain
    The Witch’s Castle in Portland, Oregon, is a site steeped in a mix of historical significance and urban legend. Originally built as a ranger station and restrooms in the 1930s, the stone ruins are now known for their eerie ambiance and storied past.  The Witch’s Castle is accessible via a modera...
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  • Tigard, Oregon

    Pathfinder Genesis Trail

    3.0
    3.09 mi / 203 ft gain
    Located in the heart of Forest Grove, the Pathfinder Genesis Trail at Woodward City Park offers a peaceful, family-friendly loop through scenic woodlands and open green space. Ideal for a short nature walk, casual stroll, or a kid-friendly outdoor break, this trail is a local favorite for those s...
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  • Portland, Oregon

    Lower Macleay Park to Pittock Mansion

    3.0
    4.7 mi / 965 ft gain
    Lower Macleay Park is one of most easily accessible trailheads in the city, especially during one of Portland’s rare snow years where even driving up to 500 feet of elevation can challenge your car. You can park within the park entrance cul-de-sac, around the intersection of Upshur St. & NW 2...
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  • Tualatin, Oregon

    Kayaking the Lower Tualatin River

    4.0
    The Tualatin River runs from Hagg Lake, near Forest Grove, then travels through many small towns before it empties into the Willamette River at Willamette Park.Start at the Tualatin Community Park in Tualatin and paddle down to Willamette Park in West Linn. This section offers a few miles of easy...
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  • Beaverton, Oregon

    Fanno Creek Trail

    5.19 mi / 315 ft gain
    The parking lot marked is at the North end of the Fanno Creek trail, you can get on the paved path here and put on just about as many miles as you want! With the help of google maps on your phone you can follow trail hop all the way down to Tualatin! But if you're looking for a shorter workout yo...
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  • Portland, Oregon

    Powell Butte Nature Park Loop

    6.22 mi / 1004 ft gain
    Before officially becoming a nature park in 1987, Powell Butte was primarily known for being home to four 50-million gallon underground reservoirs. Today, the wide expanse of land is packed with miles of trails-- the perfect place for hikers, mountain bikers, and even horseback riders to get thei...
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  • Portland, Oregon

    Leif Erikson Drive to Saltzman Road

    4.7
    11.47 mi / 1608 ft gain
    Leif Erikson Drive is a wide dirt road running through the heart of Forest Park that is closed to motorized vehicles…making it a magnet for those looking to add some relatively easy and scenic distance to their workouts. The road itself is nicely graded and well maintained. It has relatively goo...
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  • Portland, Oregon

    Rocky Butte

    4.2
    Joseph Wood Hill Park is another under-the-radar gem right in the heart of the city. It’s located on Rocky Butte, an extinct volcanic cylinder cone, and provides a sweeping panoramic view of Portland and beyond. Accessing the park is easy – you can drive directly there and parking is plentiful. ...
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