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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    Reno Mountain High

    Take your vacation to new heights with some of the season’s most original events, and plenty of outdoors to explore. Fall for it all in Reno Tahoe.

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  2. Walk on the Wise Side

    A wise man once said, “Walk it off.” And San Francisco has just the place for a colorful walk via a 2.7-mile loop along Philosopher’s Way Trail in the 318-acre John McLaren Park (S

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  3. Hiker on the SCA trail in Marin Headlands with view of the Golden Gate Bridge

    Headlands Over Heels

    People come from all over the world to get a glimpse of the Golden Gate Bridge. Get a dramatic and novel view of the bridge without all the people on this moderate 6-mile hike in the Marin Headlands.

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  4. 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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Trending Stories SoCal

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  1. Can We Get a Whoop Whoop!

    City, mountain, and ocean views all in one hike? Whoop whoop! It’s no surprise the the Kenter Fire Road and Whoop-de-Doos Trail (a combo of fire road and singletrack) is a favorite among local mountain bikers and hikers alike.

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  2. The Big Chill

    In LA, finding a place to chill can be the ultimate flex. So flex, in Franklin Canyon! This unexpected oasis has plenty of shade, cool lake breezes, and ample picnicking spots. Enjoy it on an easy-going 1-mile stroll along its reservoir and duck pond.

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  3. Holcomb We Haven't Camped Here?

    Holcomb Valley Campground in the San Bernardino National Forest has 19 pine-shaded sites, all of them first-come, first-served.

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  4. 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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