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. Waterfall Hunter

    If you ask a local in Reno about one of the best hiking trails in town, odds are high they’ll point you to Hunter Creek Falls. It’s a year-round favorite, but it absolutely shines in spring, when desert peach wildflowers make a splash—and so does the marquee waterfall.

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  2. Cheers to Chimney

    If you’re looking for all that Point Reyes has to offer in spring, Chimney Rock is the place to be. The 1.75-mile (round-trip) hike to Chimney may be short, but it packs a visual punch, quadrupling the viewing thrills during spring.

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  3. Sponsored

    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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  4. Hello, Sur!

    Big Sur is home to numerous fantastic beaches and coves, so which one do you choose? Go for the beach that's quintessential Big Sur (and dog-friendly!). Pfeiffer Beach in Pfeiffer Big Sur State Park. Its signature lilac-colored sand is waiting for your feet!

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Trending Stories SoCal

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  1. Garland in Bloom

    Carmel Valley is known for its quaint wineries and scenic hiking trails. Enjoy both on this 3.75-mile loop through Garland Ranch Regional Park.

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  2. A woman stands amid an array of yellow and purple flowers at Descanso Gardens in Los Angeles

    Petal Paradise

    Tulips, lilacs, and daffodils—flower power is in full bloom at Descanso Gardens in La Cañada Flintridge. Sprawling across 150 acres surrounded by mountains, the gardens are putting on their best show right now.

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  3. Bike the Coastal Trail to Pillar Point Harbor in Half Moon Bay

    Ride and Seek

    Oceanside breezes, beautiful beaches, a car-free pathway for biking, and beer at the end: You’re on a roll! The San Mateo Coast was made for beach hopping and beer tasting … and it all goes down smooth as part of an 8-mile out-and-back bike ride.

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  4. Tamtastic Sunset

    Sure, the East Peak of Mount Tam is absolutely spectacular at sunset, but some magic-hour enthusiasts are onto a fresh perspective in getting a little more personal space for their panoramic viewings.

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