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. Camp and Kayak at Utica Reservoir in Stanislaus National Forest

    Sleeper Hit

    It's all about the water, and the camping, at Utica Reservoir in Stanislaus National Forest, a High Sierra reservoir perfect for kayak explorations and pitching your tent with the lake in the background.

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  2. Wapama Wows

    Hetch Hetchy can be overlooked in Yosemite National Park because of its more remote location and limited facilities. But this is where you’ll also find one of the best day hikes in the park: Wapama Falls.

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  3. Woman taking a photo on a bike path

    Bike, Beers, Shore Thing!

    The coastal community of Redwood Shores may be known for its tech campuses, but this 8.5-mile bike loop explores the natural side of this beautiful peninsula. With a brew pub bonus!

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  4. Sheep Tight!

    You’re not going to have to count sheep to get a good night’s sleep at Sheep Dung’s beautiful property in Anderson Valley near Boonville. Four modern cottages—tucked far apart from each other among 500 acres of rolling hills—are designed for blissful solitude. And it’s dog-friendly!

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Trending Stories SoCal

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  1. All the Wright Stuff

    Avoiding drama? That’s a good thing. Unless you’re talking about campsites. In that case, the more dramatic the better! And Wright’s Beach on the Sonoma Coast is quite the drama queen—27 campsites sitting smack dab in the middle of the wild and raging Sonoma Coast State Beach.

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  2. kirk creek campground big sur

    Sur Bet!

    You can spend $1,000 a night for an ocean-view room in Big Sur. Or you can spend $45 and wake up to the sound of crashing waves and incredible views of Big Sur’s coastline when staying at Kirk Creek Campground.

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  3. Secret Redwoods + Camping by the River

    Grizzly Creek Redwoods State Park is a little-known gem where skyscraping reds (the tallest living trees in the world!) fly under the radar. Grizzly’s ironically small size and location off the beaten path provide near total seclusion, not to mention relaxing camping!

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  4. Three Falling

    Three waterfalls, and fewer people. McCloud Falls might be the best waterfall hike in Northern California. There are bigger waterfalls in the state, but it’s the whole package that makes this 4-mile (round-trip) hike truly memorable.

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