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. Two hikers at Bear Creek Redwoods Regional Preserve on a new trail.

    New Trails at Bear Creek

    Looking for new trails? Bear Creek Redwoods Open Space Preserve has added 170 acres of forest, grassland, and historical sites. Hike this 3.5-mile loop through the new addition.

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  2. Woman swimming in Carson Hotsprings natural thermal pool

    Hot Springs, Naturally

    Thermal spring waters are famous for their curative, relaxing elements, and Reno Tahoe is filled with them! Sink into these amazing thermal respites for a wellness super soak.

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  3. Man hiking up a trail at Montara Mountain, with a view of the Pacific and Grey Whale sand beach in the background

    From Beach to Summit

    No need to decide between a beach and a mountaintop—this hike includes both! Explore the stunning coastal scenery on this 6-mile out-and-back up Montara Mountain and into Rancho Corral de Tierra.

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  4. Drake Awakening

    Part salt water, part fresh water, Drake’s Estero is smack in the middle of Point Reyes, and one of only two marine wilderness areas in the entire nation. Yeah, it’s worth a look. Get the extended version by hiking right alongside it.

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Trending Stories SoCal

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  1. Legendary Deals!

    There are outlet malls … and then there’s The Outlets at Legends! Located just east of Reno in the neighboring city of Sparks, this open-air entertainment, dining, and shopping destination isn’t just a visit, it’s an experience.

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  2. How Do You Après?

    Après all day? Hey, in Reno Tahoe, anything goes! But if you insist on skiing, skating, or snow tubing first—well, of course you do! Reno Tahoe is one of the best places on the planet for snow adventures of all kinds, followed by outdoor firepit gatherings and cozy indoor hideaway respites like these...

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  3. Woman walking in the Venice Canals of Los Angeles County

    Canal Contemplations

    With its incense-scented boardwalk, bohemian shops, skateparks, and abundance of body builders, Venice is happily eccentric, and artistic. Exhibit A: Its network of European-style canals with charming bridges, offering a tranquil tour of the town’s history.

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  4. Hike A Fall Classic

    Reno hit the jackpot with its well-planned urban trail system, including the Tom Cooke Trail adjacent to the Truckee River, and brilliant in fall.

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