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. 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.

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  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.

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  3. Talk of the Town

    We're spilling the tea on this bountiful 5.5-mile loop to Gossip Rock in Hayward’s Garin Regional Park (currently whispering all the right springtime notes).

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  4. woman hiking the Mendocino Headlands State Park

    Heads Up, Headlands!

    There’s one thing that’s pretty much mandatory when you visit Mendocino and that’s a hike along the famous bluffs. The trail system at Mendocino Headlands State Park is vast, surrounding the village and meandering for miles, with sweeping sea panoramas.

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Trending Stories SoCal

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  1. The Beauty of Bainbridge Island

    You know a place is special when locals head to it for their in-state vacations. Follow the lead of Seattleites and venture to beautiful Bainbridge Island in the heart of Puget Sound on the Kitsap Peninsula. Hike the Grand Forest here, meet Pia the Peacekeeper, and enjoy tasty food and drinks.

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  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.

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    Spring Up to These Amazing Events

    Shake it up, shake it all the way up to this sunniest city in the state for the most unique and fun-fueled events. Redding is true Northern California, surrounded by famous mountains, nearby national parks and recreation areas, and the sparkling Sacramento River.

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  4. Dume in Bloom

    During wildflower season, nature puts on a spectacular show, and one the best places to see it is at Point Dume Natural Preserve in Malibu. 

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