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15 Aug 2025
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7 Best Places For Weekend Trips From Gresham, OR

Weekend Getaway Itinerary Overview from Gresham, OR

Embark on an unforgettable weekend adventure starting from Gresham, Oregon, as you explore some of the most scenic and diverse destinations in the Pacific Northwest. Begin your journey at the majestic Columbia River Gorge, where waterfalls and panoramic vistas await you. Head toward the thrilling peaks of Mount Hood, perfect for both winter sports and summer hiking. Not far away, the picturesque town of Hood River offers charming streets, craft breweries, and exhilarating water sports on the Columbia River.

Continue west to the breathtaking Cannon Beach, where Haystack Rock rises from the sandy shore, inviting you to relax and explore local art galleries and cafes. Immerse yourself in the lush forests and spectacular waterfalls of Silver Falls State Park on the legendary Trail of Ten Falls. In the historic city of Astoria, experience maritime heritage, climb the Astoria Column, and sample fresh seafood by the water. Conclude your trip in Bend, nestled in the high desert, where endless outdoor adventures, vibrant nightlife, and stunning mountain views blend seamlessly. This itinerary promises an enriching blend of nature, history, and recreation for an unforgettable weekend escape.


Recommended Activities

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    Columbia River Gorge

    The Columbia River Gorge offers breathtaking waterfalls, scenic hiking trails, and stunning viewpoints, making it a paradise for nature lovers and photographers.
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  • Mount Hood is perfect for outdoor enthusiasts, offering year-round activities such as skiing, snowboarding, hiking, and picturesque alpine lakes.
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  • Hood River is renowned for its vibrant downtown, craft breweries, windsurfing on the Columbia River, and access to beautiful fruit orchards and vineyards.
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    Cannon Beach

    Cannon Beach features iconic coastal scenery with Haystack Rock, wide sandy beaches, art galleries, and a charming seaside town atmosphere.
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    Silver Falls State Park

    Silver Falls State Park is famous for its 'Trail of Ten Falls,' where you can hike past and even behind stunning waterfalls amidst lush forest settings.
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  • Astoria boasts a rich maritime history, Victorian architecture, museums, waterfront views, and access to the scenic Oregon Coast and Columbia River.
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  • Bend offers a vibrant blend of outdoor adventure, craft breweries, mountain biking, hiking, river activities, and stunning views of the Cascade Mountains.
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Restaurants

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    Multnomah Falls Lodge Restaurant

    3.5
    $$$$

    Multnomah Falls Lodge Restaurant

    Dine inside a historic lodge at the base of a breathtaking waterfall in the Columbia River Gorge, offering Pacific Northwest cuisine and stunning views.
    3.5
    $$$$
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    Rimrock Café at Timberline Lodge

    4.1

    Rimrock Café at Timberline Lodge

    Experience mountain dining inside the iconic Timberline Lodge on Mount Hood, known for its alpine setting and rustic charm.
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    Solstice Wood Fire Pizza

    4.5
    $$$$

    Solstice Wood Fire Pizza

    Located in Hood River, this spot offers creative wood-fired pizzas with locally sourced ingredients and views of the Columbia River.
    4.5
    $$$$
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    Stephanie Inn Dining Room

    4.7

    Stephanie Inn Dining Room

    A fine dining experience steps from Cannon Beach, featuring dishes crafted from local seafood and produce with ocean views.
    4.7
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    Bowpicker Fish & Chips

    Bowpicker Fish & Chips

    This Astoria favorite serves legendary fish and chips from a converted boat, making it a must-visit for its unique setting and delicious food.
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Stay Recommendations

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    Timberline Lodge

    9.1

    Timberline Lodge

    This National Historic Landmark on Mount Hood offers rustic elegance, unique architecture, and panoramic mountain views.
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    McMenamins Edgefield

    9

    McMenamins Edgefield

    A historic hotel in Troutdale with quirky art-filled rooms, an on-site brewery, soaking pool, and live music events.
    9
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    Cannon Beach Hotel

    Cannon Beach Hotel

    A charming, boutique coastal inn with vintage-inspired decor, just steps from Haystack Rock and the oceanfront.
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    The Silo Suites at Abbey Road Farm

    4.8

    The Silo Suites at Abbey Road Farm

    Stay in luxurious converted grain silos on a working farm in Oregon wine country, offering a truly unique lodging experience.
    4.8
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    Hotel Elliott

    3.6

    Hotel Elliott

    A boutique hotel in downtown Astoria featuring a rooftop patio, historic charm, and beautifully appointed themed rooms.
    3.6
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Local Events & Happenings

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    The Head and the Heart w/ Wilderado

    The Head and the Heart w/ Wilderado

    The event will take place at McMenamins Historic Edgefield Manor in Troutdale.
    Map IconMcMenamins Historic Edgefield Manor in Troutdale (9.08 mi)
    Calendar Icon16 Aug 2025
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    Ethel Cain w/ 9Million

    Ethel Cain w/ 9Million

    The event will take place at McMenamins Historic Edgefield Manor in Troutdale.
    Map IconMcMenamins Historic Edgefield Manor in Troutdale (9.08 mi)
    Calendar Icon17 Aug 2025
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    ZZ Top

    ZZ Top

    The event will take place at McMenamins Historic Edgefield Manor in Troutdale.
    Map IconMcMenamins Historic Edgefield Manor in Troutdale (9.08 mi)
    Calendar Icon27 Aug 2025
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    Pixies w/ Spoon

    Pixies w/ Spoon

    The event will take place at McMenamins Historic Edgefield Manor in Troutdale.
    Map IconMcMenamins Historic Edgefield Manor in Troutdale (9.08 mi)
    Calendar Icon31 Aug 2025
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    Teddy Swims

    Teddy Swims

    The event will take place at McMenamins Historic Edgefield Manor in Troutdale.
    Map IconMcMenamins Historic Edgefield Manor in Troutdale (9.08 mi)
    Calendar Icon4 Sep 2025
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    Gregory Alan Isakov w/ Dean Johnson

    Gregory Alan Isakov w/ Dean Johnson

    The event will take place at McMenamins Historic Edgefield Manor in Troutdale.
    Map IconMcMenamins Historic Edgefield Manor in Troutdale (9.08 mi)
    Calendar Icon8 Sep 2025
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    Modest Mouse w/ The Flaming Lips

    Modest Mouse w/ The Flaming Lips

    The event will take place at McMenamins Historic Edgefield Manor in Troutdale.
    Map IconMcMenamins Historic Edgefield Manor in Troutdale (9.08 mi)
    Calendar Icon11 Sep 2025
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