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. Taking the Stage: Tyler Ranch

    Hike the recently opened Tyler Ranch Staging Area in Pleasanton Ridge Regional Park, with 18 miles of new trails. This 6.5-mile loop up Sunol Peak is a challenge and rewards with exceptional views of seasonal iridescent hills.

  2. Swing into Spring

    Swing into this 7.1-mile hike in the hills of Half Moon Bay! It’s got gorgeous views, fields of spring wildflowers, and a hidden rustic tree swing.

  3. The Carson Show

    Carson Falls is ready for primetime. This three-tiered, 100-foot stunner is hidden back in a canyon outside of Fairfax and reached on a 3.25-mile (round-trip) hike.

  4. woman kneeling and signing peak book at Mount Olympia in Mount Diablo State Park

    Double Up on Diablo

    Set the tone for 2024 with this twofer summit hike at Mount Diablo State Park. Embark on a 7-mile out-and-back up Mount Olympia and Diablo’s lesser-known summit, North Peak.


Trending Stories SoCal

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  1. Hiker overlooking Bear Gulch Reservoir at Pinnacles National Park near Monterey

    Pinnacles of Spring

    Why hike at Pinnacles National Park? Spring's a beautiful time of year here. And you might spy the magnificent California condor soaring while you gain soaring views from the High Peaks Trail.

  2. Caves in Mojave

    No one expects to see caves when they visit the desert, and that’s part of what makes Mitchell Caverns in the Mojave Desert such an interesting place. Go on a two-hour guided adventure tour through Mitchell Caverns in Providence Mountains State Recreation Area.

  3. Sponsored

    Port of Call

    Nestled by the sea on the majestic Olympic Peninsula in Washington State, Port Townsend is for travelers who treasure small town charm and natural beauty.

  4. Lava Lava

    Once a land of volcanic activity, Mojave National Preserve shares plenty about its past via a quick yet adventurous hike to the Lava Tube in the Cima Dome Volcanic Field.