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. Golden Gate's Blue Heron

    Golden Gate Park’s Blue Heron Lake is home to birds of many feathers, turtles lounging on rocks, visitors from afar, and locals who love this urban oasis in San Francisco. Try the "Boats and Breakfast" rowboat or pedal boat deal.

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    Chase Fall Colors & Family Fun in Reno Tahoe

    Ready to Reno? We’re so with you! Reno Tahoe is the ultimate urban basecamp for gathering family and friends for all kinds of fall fun and festivities.

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  3. This Is Paradise

    Granite mountain-scape, superb sunset views, crystal lakes, and shoreline campsites … the trip to Paradise Lake in Tahoe National Forest lives up to its idyllic name.

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  4. Aloha from California

    Say Aloha without leaving California with a 7-mile out-and-back hiking adventure to Lake Aloha in El Dorado National Forest. You can also camp here, a premier place for stargazing.

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Trending Stories SoCal

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  1. Can't Top This

    San Francisco’s Presidio was already a fantastic place to hang out for the afternoon, a beautiful site within the largest urban national park in the United States (the Golden Gate National Recreation Area). And Presidio Tunnel Tops is like a cherry on top. Make that two cherries on top, with the newly opened (July 2025) Outpost Meadow, a 1.5-acre green space located at Old Mason Street across from the Crissy Field Marsh in the Presidio.

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  2. Coming Up Roses

    Looking to spice up your hiking life? Give your partner a rose—Mount Rose! The 10-mile out-and-back peak hike goes up to one of the grandest views in all of Lake Tahoe. Get ready f

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  3. Underground Garden

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  4. Sequoia Re-opens Crystal Cave

    Step inside Sequoia & Kings Canyon National Park's hidden world by visiting the newly re-opened Crystal Cave—the only cave in the parks open to the public. Closed for four years, this rare marble karst cavern is welcoming visitors once again, but only through the summer season!

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