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. 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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  2. Surfboards and tents for shade are set up on the beach at Cull Canyon Regional Recreation Area in the Swim Lagoon Area

    Switchbacks and Swimming Holes

    Hike hard, play hard! This 7-mile out-and-back in Cull Canyon Regional Recreation Area is a great workout with payoff vistas and a relaxing post-hike picnic and dip in the water.

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  3. Two people fly fishing on the Truckee River with guides from Reno Fly Shop

    Zen and the Art of Fly Fishing

    Learning to fly fish is one of the most fun and beautiful ways to connect with nature, family, friends, and yourself. It’s also a great way to truly experience the magic of a place. Make that place Reno Tahoe, where a fly fishing adventure with Reno Fly Shop is like being planted in a plein air painting of dreamy outdoors.

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  4. Roaring Good Time

    There’s nothing quite like the majestic beauty of California’s redwood forests. Now, imagine experiencing those towering giants aboard a historic 19th-century steam train. Roaring Camp Railroads in Felton is home to some of the oldest and most authentically preserved narrow-gauge steam engines in America.

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Trending Stories SoCal

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  1. Two kayakers on Upper Klamath Basin on tour with Sky Lakes Wilderness Adventures

    Zen & the Art of Kayaking

    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.

    View
  2. Alex Villicana, Villicana Winery and Re:Find Distillery

    Locals' Feature: Alex Villicana

    Tech booms, AI revolutions, okay that’s all fine, but you wanna know what else is really cool? Being a pioneer in a world-famous industry that—in Paso Robles—remains solidly down to earth. When Alex Villicana established Villicana Winery in 1993, he clearly had grape expectations...

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  3. A woman on a hiking trail with huge open space and yellow flowers around her at Wildwood Park in Thousand Oaks

    Going Wildwood

    Consider this your invitation to get a little untamed. In just one walk through Wildwood Park in Thousand Oaks, you can chase the sound of a cascading waterfall, duck into a shadowy cave, and soak in big hillside vistas. The mostly flat 4.25-mile loop makes wild feel wonderfully accessible.

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  4. A woman on the overlook deck overlooking the Truckee River at Oxbow Nature Study Area in Reno

    This Way to Oxbow and Dickerson Road

    Just west of downtown Reno—tucked right alongside the Truckee River—is a nature haven for wildlife spotting and waterside relaxing. The 22-acre Oxbow Nature Study Area is ideal for those seeking solitude and a short hike. Afterwards, explore the creative hub of Dickerson Road.

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