Explore Southern Oregon

Jacksonville is your perfect gateway to all Southern Oregon adventures. We’re just minutes from wineries, outdoor trails, and cultural attractions. Start exploring the best of the region from here!

Not To Be Missed

Crater Lake

Visit Oregon’s very own National Park

Crater Lake, just a scenic drive from Jacksonville, boasts stunning blue waters, sheer cliffs, hiking trails, and breathtaking views in Oregon’s only national park.

Oregon Shakespeare Festival

More than just Shakespeare…

The Oregon Shakespeare Festival, just 30 minutes from Jacksonville, offers world-class theater in a beautiful outdoor setting, enriching visitors year-round.
Rogue River

Enjoy the Wild & Scenic

Just minutes from Jacksonville, the Rogue River offers thrilling white-water rafting, scenic kayaking, and peaceful fishing spots. Surrounded by stunning landscapes, it’s the perfect destination for adventure and natural beauty.

Applegate Valley

This land was made for wandering.

In our nooks and valleys, you’ll find small farms, lavender fields, historic sites, swimming holes, growers markets, award-winning wineries and hiking trails that traverse one of the most biodiverse regions in North America—our Klamath-Siskiyou Mountains.

Things to Do

Jacksonville Wine District
Nestled in a historic gold rush town, Jacksonville’s Wine District features boutique wineries, tasting rooms, and vineyard views.

Applegate Wine Trail
Winding through scenic valleys, the Applegate Wine Trail offers diverse varietals, sustainable vineyards, and intimate tasting experiences.

Bear Creek Wine Trail
Connecting Medford and Ashland, Bear Creek Wine Trail highlights family-owned wineries, stunning landscapes, and award-winning wines.

Upper Rogue Wine Trail
Showcasing volcanic soil terroir, the Upper Rogue Wine Trail features bold reds, crisp whites, and rustic charm.

Rogue Valley Wine Country
Southern Oregon’s Rogue Valley Wine Country blends diverse microclimates, world-class wines, and breathtaking vineyard landscapes.

Lavender
Southern Oregon’s lavender farms offer u-pick, products, classes, and tours.

Rogue Creamery
Award-winning, sustainable artisan cheeses in Central Point’s culinary corridor.

Chocolate
Southern Oregon chocolatiers craft artisanal truffles, bars, and confections.

Beer, Cider, and Kombucha
Breweries offer craft beer, cider, and kombucha with local ingredients.

Honey
Explore apiaries, honey tastings, meaderies, and bee-friendly gardens.

Rogue Valley Food Trail
Discover farm-to-table cuisine, markets, and artisanal delights.

Farmers Markets
Southern Oregon farmers markets feature fresh produce, artisans, and local vendors.

  • Monday: Williams
  • Tuesday: Ashland
  • Wednesday: Applegate Evening Market
  • Thursday: Medford
  • Saturday: Ashland, Grants Pass
  • Sunday: Jacksonville
Oregon Shakespeare Festival The Oregon Shakespeare Festival presents world-class classic and contemporary theatre in Ashland.

Craterian Theater Medford’s Craterian Theater showcases Broadway musicals, plays, and live performances.

Holly Theatre Medford’s historic Holly Theatre is being restored for live performances.

Camelot Theatre Camelot Theatre in Talent offers quality, affordable theatre and arts education.

Oregon Cabaret Oregon Cabaret Theatre offers a unique dinner theatre experience in Ashland.

Rogue Gallery Medford’s Rogue Gallery showcases visual art, exhibitions, and educational programs.

Grants Pass Museum of Art Celebrating local artists through exhibitions, music, poetry, and workshops.

Hiking
Explore diverse trails with stunning landscapes, charming towns, and adventure opportunities.

Biking
Rogue Valley’s trails offer year-round mountain biking for all skill levels.

Fishing
Catch steelhead, salmon, and trout in pristine lakes and rushing rivers.

Camping
Find secluded sites or full-service campgrounds beneath star-filled skies.

Boating & Floating
Enjoy peaceful paddling, whitewater thrills, and jet boat adventures.

Swimming
Cool off in lakes, rivers, and Rogue X’s family-friendly pools.

Hang-gliding
Soar above the Rogue Valley from Woodrat Mountain’s premier launch site.

Skateboarding
Shred at modern skate parks and urban spots for all levels.

Skiing & Snowboarding
Carve fresh powder at Mt. Ashland’s varied, thrilling winter terrain.

Snow Play
Sled, snowshoe, and tube in scenic mountain winter playgrounds.

Golf
Tee off year-round on scenic courses with mountain and hill views.

Rogue River
Perfect for rafting, fishing, or floating, the Rogue River is a natural playground.

Crater Lake
Marvel at Crater Lake, the deepest lake in the U.S., known for its stunning blue waters.

Lake of the Woods
Enjoy boating, fishing, and camping at this serene mountain lake.

Applegate River & Lake
A tranquil setting ideal for kayaking, fishing, and wildlife watching.

Illinois River
Known for its rugged beauty, the Illinois River is a haven for adventure seekers looking to kayak or hike along its banks.

Lost Creek
Explore Lost Creek Lake, where opportunities for boating, swimming, and hiking abound in this scenic locale.

Fish Lake
A hidden gem in the Cascades, Fish Lake offers great fishing, picnicking, and quiet retreats.

Sky Lakes Wilderness
Venture into the Sky Lakes Wilderness for pristine, high-altitude lakes, perfect for a backcountry adventure.

In the Middle of Everywhere

Jacksonville is the perfect place to stay surrounded by all the things to do in Southern Oregon

Things to Do

Jacksonville Wine District
Nestled in a historic gold rush town, Jacksonville’s Wine District features boutique wineries, tasting rooms, and vineyard views.

Applegate Wine Trail
Winding through scenic valleys, the Applegate Wine Trail offers diverse varietals, sustainable vineyards, and intimate tasting experiences.

Bear Creek Wine Trail
Connecting Medford and Ashland, Bear Creek Wine Trail highlights family-owned wineries, stunning landscapes, and award-winning wines.

Upper Rogue Wine Trail
Showcasing volcanic soil terroir, the Upper Rogue Wine Trail features bold reds, crisp whites, and rustic charm.

Rogue Valley Wine Country
Southern Oregon’s Rogue Valley Wine Country blends diverse microclimates, world-class wines, and breathtaking vineyard landscapes.

Lavender
Southern Oregon’s lavender farms offer u-pick, products, classes, and tours.

Rogue Creamery
Award-winning, sustainable artisan cheeses in Central Point’s culinary corridor.

Chocolate
Southern Oregon chocolatiers craft artisanal truffles, bars, and confections.

Beer, Cider, and Kombucha
Breweries offer craft beer, cider, and kombucha with local ingredients.

Honey
Explore apiaries, honey tastings, meaderies, and bee-friendly gardens.

Rogue Valley Food Trail
Discover farm-to-table cuisine, markets, and artisanal delights.

Farmers Markets
Southern Oregon farmers markets feature fresh produce, artisans, and local vendors.

  • Monday: Williams
  • Tuesday: Ashland
  • Wednesday: Applegate Evening Market
  • Thursday: Medford
  • Saturday: Ashland, Grants Pass
  • Sunday: Jacksonville
Oregon Shakespeare Festival The Oregon Shakespeare Festival presents world-class classic and contemporary theatre in Ashland.

Craterian Theater Medford’s Craterian Theater showcases Broadway musicals, plays, and live performances.

Holly Theatre Medford’s historic Holly Theatre is being restored for live performances.

Camelot Theatre Camelot Theatre in Talent offers quality, affordable theatre and arts education.

Oregon Cabaret Oregon Cabaret Theatre offers a unique dinner theatre experience in Ashland.

Rogue Gallery Medford’s Rogue Gallery showcases visual art, exhibitions, and educational programs.

Grants Pass Museum of Art Celebrating local artists through exhibitions, music, poetry, and workshops.

Hiking
Explore diverse trails with stunning landscapes, charming towns, and adventure opportunities.

Biking
Rogue Valley’s trails offer year-round mountain biking for all skill levels.

Fishing
Catch steelhead, salmon, and trout in pristine lakes and rushing rivers.

Camping
Find secluded sites or full-service campgrounds beneath star-filled skies.

Boating & Floating
Enjoy peaceful paddling, whitewater thrills, and jet boat adventures.

Swimming
Cool off in lakes, rivers, and Rogue X’s family-friendly pools.

Hang-gliding
Soar above the Rogue Valley from Woodrat Mountain’s premier launch site.

Skateboarding
Shred at modern skate parks and urban spots for all levels.

Skiing & Snowboarding
Carve fresh powder at Mt. Ashland’s varied, thrilling winter terrain.

Snow Play
Sled, snowshoe, and tube in scenic mountain winter playgrounds.

Golf
Tee off year-round on scenic courses with mountain and hill views.

Rogue River
Perfect for rafting, fishing, or floating, the Rogue River is a natural playground.

Crater Lake
Marvel at Crater Lake, the deepest lake in the U.S., known for its stunning blue waters.

Lake of the Woods
Enjoy boating, fishing, and camping at this serene mountain lake.

Applegate River & Lake
A tranquil setting ideal for kayaking, fishing, and wildlife watching.

Illinois River
Known for its rugged beauty, the Illinois River is a haven for adventure seekers looking to kayak or hike along its banks.

Lost Creek
Explore Lost Creek Lake, where opportunities for boating, swimming, and hiking abound in this scenic locale.

Fish Lake
A hidden gem in the Cascades, Fish Lake offers great fishing, picnicking, and quiet retreats.

Sky Lakes Wilderness
Venture into the Sky Lakes Wilderness for pristine, high-altitude lakes, perfect for a backcountry adventure.