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Trip Ideas in Sisters, Oregon

Small Town Charm. Big Adventure Year-Round

Find your perfect getaway. From scenic hikes and stargazing to arts, shopping, and seasonal events. Whether you’re here for romance, family fun, or outdoor adventure, our curated trip ideas make it easy to explore the magic of this small town with a big heart.

  • Your Ideal 3-Day Summer Family Itinerary

    Your Ideal 3-Day Summer Family Itinerary

    Planning a family trip can feel like trying to please everyone at once—someone wants adventure, someone else just wants a…

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  • Where to Eat in Sisters–A Local’s Guide to the Best Bites

    Where to Eat in Sisters–A Local’s Guide to the Best Bites

    Sisters, Oregon might be best known for its mountain views, trails, and small-town charm, but let’s be honest—you can’t hike,…

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  • The Ultimate Couples’ Getaway

    The Ultimate Couples’ Getaway

    Some places are made for falling in love all over again. Sisters, Oregon, is one of them. This little mountain…

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  • The Best Stargazing in Sisters

    The Best Stargazing in Sisters

    Forests, lakes, mountains; concerts, rodeos, and art shows, Sisters, Oregon has it all, but it has recently earned a new…

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  • Sisters Throughout the Seasons

    Sisters Throughout the Seasons

    Sisters, Oregon, is a destination that defies seasonal confines. The small Central Oregon town, rich in natural beauty and steeped…

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  • Leave No Trace: Sustainable Practices for Exploring Sisters

    Leave No Trace: Sustainable Practices for Exploring Sisters

    Sisters, Oregon, rewards those who tread lightly. Its pine-bordered trails, alpine lakes, and snowy summits draw adventurers from far and…

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  • For the Faint of Heart—Entry-Level Outdoor Recreation

    For the Faint of Heart—Entry-Level Outdoor Recreation

    Outdoor recreation in the Pacific Northwest often gets framed as an extreme sport, all summit-bagging, cliff-scaling, and mountain-biking at breakneck…

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  • Experience the Magic of Music at Big Ponderoo in Sisters, Oregon

    Experience the Magic of Music at Big Ponderoo in Sisters, Oregon

    Nestled beneath the towering Ponderosa pines of Sisters, Oregon, the Big Ponderoo music festival offers an unforgettable weekend of music,…

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  • Your Guide to the Sisters Rodeo 2025

    Your Guide to the Sisters Rodeo 2025

    Friday, June 13: Weekend energy hits full stride under the lights. Saturday, June 14: Things are packed on Saturday. There’s…

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  • Annual Events in Sisters You Won’t Want to Miss

    Annual Events in Sisters You Won’t Want to Miss

    Sisters, Oregon, is one of those rare places where every season offers a new reason to visit. Whether you’re drawn…

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  • Exploring Sisters’ Rich Art and Culture Scene

    Exploring Sisters’ Rich Art and Culture Scene

    Sisters, Oregon, might be best known for its postcard-perfect mountain views and small-town charm, but its cultural scene punches well…

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  • Family Winter Weekend in Sisters

    Family Winter Weekend in Sisters

    Family Winter Weekend in Sisters Maybe your kids want to see some snow. Or maybe you want to see some…

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Annual Events in Sisters

For many folks, Sisters is synonymous with our annual Quilt Show. Other folks flock here for our three-day Folk Festival, or “The Biggest Little Show in the World” (aka the Sisters Rodeo). Chances are, wherever you’re coming from there’s something out of the ordinary to look forward to experiencing.