Crater Lake Resort glamp tent near Crater Lake National Park

Road Trip to Remember

Your next road trip shouldn’t even be a question. It’s got to be Southern Oregon. Hike the natural landmark of Table Rocks, paddle in the serenity of the Cascades, see the best urban parks and greatest waterfalls, go glamping near Crater Lake National Park, and enjoy bucolic food + wine trails. Here’s an itinerary from our recent adventure to help you map out your very own Southern Oregon vacation.

Week: 07.12.2023
Regions: Northern & Southern CA

Zen & the Art of Kayaking

Kayak Near Klamath Falls and Stay at Crater Lake Resort

Two kayakers on Upper Klamath Basin on tour with Sky Lakes Wilderness Adventures
Glamp tent at Crater Lake Resort near Klamath Falls Southern Oregon
Kayakers on the Bird Watching Tour at Upper Klamath Basin with Sky Lakes Wilderness Adventures
It’s the most meditative and relaxing experience you’ll ever have on a kayak. Yes, you read that right, a Zen experience on a kayak. It all happens in beautiful Klamath County when you head out on a guided tour with Sky Lakes Wilderness Adventures.
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Basecamp to Hiking Beauty

Hike Table Rocks and Roxy Ann Peak in Medford

Hikers at Prescott Park in Medford
Hiker at Upper Table Rock near Medford
Hikers on the plateau of Upper Table Rock in Medford
Located in the beautiful Rogue Valley, Medford is a road-trip basecamp for some stellar hiking and sightseeing, including a must-visit natural landmark, The Table Rocks.
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Valley of Earthiness, River of Rogue Dreams

Wine and Food Along the Applegate Trail in Grants Pass Oregon

Outdoor photo of Pennington Farms in Grants Pass Southern Oregon
A photo of a jam jar from Pennington Farms on the Rogue Valley Food Trail in Southern Oregon
Troon Vineyards in Southern Oregon
Enchanted Forest Trailhead in Grants Pass Southern Oregon
Driving from Medford to Grants Pass—and passing through the historic town of Jacksonville— get ready for farm charms and pure pastoral beauty along the quiet roads of Applegate Valley, where the Rogue Valley Food Trail and forward-thinking, sustainable wineries await.
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Coming Up, Roseburg!

Explore Roseburg Wineries and Downtown

woman standing at a colorful butterfly mural amid the mural art project in Roseburg
A group of friends sitting around a table overlooking the vineyard at Melrose Vineyard near Roseburg Southern Oregon
A man and woman enjoy a game of ladder toss on the grounds of Abacela Winery near Roseburg
Make your way to Roseburg in Southern Oregon, where downtown’s food scene and vibrant mural walk await. Follow it up with some wine tasting in Roseburg’s Great Umpqua region.
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Watson in a Name? A lot, Sherlock!

Hike to Watson Falls in Southern Oregon

Watson Falls in Southern Oregon along the Highway of Waterfalls
Two people at the overlook and watching Watson Falls in Southern Oregon
A hiker crosses a bride enroute to Watson Falls in Southern Oregon
Up close picture of Watson Falls in Southern Oregon
The #1 rule of the unofficial waterfall club? You cannot take a road trip through Southern Oregon and skip the Highway of Waterfalls. This stretch of Highway 138 east of Roseburg along the Umpqua River is a watery marvel that’s lovely year-round.
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Trending Stories NorCal

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  1. Bear Hug

    This 5.5-mile loop through Coyote Lake-Harvey Bear Ranch County Park explores one of the newest segments of the acclaimed Bay Area Ridge Trail, one redolent with trees ranging from madrone and manzanita to buckeye and blue elderberry (with a bubbly post-hike bonus).

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  2. Field of Light at Sensorio in Paso Robles

    Light This Way

    Hidden in the bucolic hills of Paso Robles lies one of the greatest light shows on earth. The lighted art exhibition, Sensorio, is as if the rainbow magic of the aurora borealis was plucked from the sky and planted in the fields.

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  3. Bikers and walkers on the Bay Area Ridge Trail with the Golden Gate Bridge behind them

    National Park City Walk

    See San Francisco the way locals do by hiking the Presidio, a national park right in the city! Wooded trails, secluded beaches, and epic views of the Golden Gate Bridge feature on this 5.5-mile out-and-back on the Bay Area Ridge Trail. It’s a lovely slice of the City by the Bay.

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  4. Hike top Angel Island Mount Livermore San Francisco Bay

    Good Heavens

    The 4-mile hike to the top of Angel Island offers Bay-mazing scenery. Some people claim you get a five-bridge view: Richmond-San Rafael, Bay, Golden Gate, San Mateo-Hayward, and Dumbarton bridges.

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Trending Stories SoCal

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  1. Sponsored

    Tram to Cool Treks

    Elevate your fun, getting whisked from palm trees to alpine wilderness on the world’s largest rotating tramcar. The Palm Springs Aerial Tramway transports you up and away on a 2.5-mile scenic route from the desert floor to the refreshing wilderness of Mount San Jacinto State Park.

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  2. Coming Up Roses

    Looking to spice up your hiking life? Give your partner a rose—Mount Rose! The 10-mile out-and-back peak hike goes up to one of the grandest views in all of Lake Tahoe. Get ready f

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  3. A group of people clamored around the summit marker at Mission Peak in the Bay Area

    Your Mission Is Less Crowded

    Mission Peak is one of the Bay Area’s most popular mountains, with many hikers climbing every weekend. Skip the crowds with this 6-mile loop up the less-traveled southern route.

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  4. Bucks Up!

    Come on in, the water is beautiful. Whether you like swimming, kayaking, stand-up paddling, or heading out on a bigger boat, Bucks Lake is a high mountain haven that’s easy to access, blissfully uncrowded, and surrounded by sandy beaches, picnic areas, pines, and aspens.

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