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. Afternoon on the Island

    What is it about tiny islands in the middle of lakes? There’s something that just draws you in. It’s even more fun when getting there is half the adventure because you have to reach it by canoe, kayak, paddleboat, or a ranger-guided boat tour!

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  2. Gentle Giants

    Some people visit national parks to marvel at the iconic sights, while others come seeking solitude in nature. With visitation on the rise, it can be hard to find both. But in Sequoia & Kings Canyon National Parks, this pair of trails offers both....

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  3. Rio Del Mar-velous

    Rio Del Mar State Beach in Aptos might be one of the best places for a treasure hunt. Its location between two other beaches makes for a good stroll featuring a spectacle of wildlife as you search the sand for sea glass and seashells.

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  4. Hiker taking a photo of sunset at Russian Ridge Open Space Preserve

    Sunshine and Skyline

    Head to Russian Ridge Open Space Preserve for a 4-mile out-and-back hike on the Bay Area Ridge Trail that offers a front-row seat to spectacular sunsets.

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Trending Stories SoCal

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  1. Walking the Los Angeles River Trail Through Frogtown

    Frogtown Strutter’s Stroll

    Don’t go dismissing the Los Angeles River as merely a 51-mile concrete channel. It’s a genuine urban artery that links real neighborhoods, and its riverside bike/ped paths endear i

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  2. Sponsored

    Chase Fall Colors & Family Fun in Reno Tahoe

    Ready to Reno? We’re so with you! Reno Tahoe is the ultimate urban basecamp for gathering family and friends for all kinds of fall fun and festivities.

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  3. Griffith's Golden

    With over 4,200 acres and hundreds of trails, Griffith Park is the gold standard. Opt for the lesser-hiked northwestern end of the park and visit the 2.25-mile Skyline and Oak Canyon loop from Travel Town.

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  4. Ernie's Walk

    Stretching 51 miles from Canoga Park to Long Beach, the Los Angeles River has no shortage of walkways to enjoy. One segment that is particularly special is Ernie’s Walk in Sherman Oaks, a 0.3-mile stretch that is a delight to visit, and pay respect to its inspiration.

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