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. Barbary Coast Trail medallion hike in San Francisco

    Medallion Walk SF

    The Barbary Coast Trail is a 3.8-mile historical walk and treasure hunt through San Francisco. Be on the lookout for hubcap-sized bronze medallions placed on the city sidewalks with arrows pointing you in the right direction.

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  2. Greater by the Dozen

    This hike is anything but a dime a dozen. The all-new "Golden Gate Dozen Trail" links 12 National Park sites on a spectacular 13-mile journey across San Francisco's coastline.

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  3. Inn-spiration Point!

    For more than a century, people have been hiking or mountain biking to West Point Inn for good reason. Perched at 1,785 feet on the southern slope of Mount Tamalpais, the historic inn has sweeping views from the Marin Headlands to the San Francisco skyline.

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  4. A Thousand Steps to Paradise

    A picture is worth a thousand words, but is a gorgeous beach in Laguna worth a thousand steps? The answer is yes, though the question is moot, because it’s only 223 steep steps down to the 400-yard stretch of sand known as 1000 Steps Beach.

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Trending Stories SoCal

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  1. Roaring Redwoods

    Tucked next to brilliant Henry Cowell Redwoods State Park in Santa Cruz, the folks at Roaring Camp Railroads had a bright idea: When the sun goes down, the rainbow lights come up. Sequoias at Night brings big magic to some of the tallest trees in the world.

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  2. There's Always To Moro!

    Looking for a rock-solid itinerary in Sequoia National Park? Pair the park's most famous viewpoint with one that's often overlooked.

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  3. Rancho Style

    Vicente Bluffs Reserve dazzles anytime, but during the golden hour it’s an absolute knockout. Majestic rocky bluffs, dreamy ocean views, and a picturesque lighthouse are just a few of the reasons.

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    Take the Exit to the Best of the San Francisco Peninsula

    The San Francisco Peninsula is proof that some of Northern California’s greatest surprises are hiding just off Highway 101. All you have to do is take the exit.

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