Explore Jacksonville

Discover the Charm of Southern Oregon’s Original Gold Rush Town

Where history and heritage blend with a vibrant modern culture. Nestled in the rolling foothills of the Rogue Valley, Jacksonville invites you to slow down, sip something delicious, and step into a story that began more than 150 years ago. From its brick-lined streets and preserved 19th-century architecture to its bustling tasting rooms and boutique shops, this town proves that some places only get better with time.

Tucked just 15 minutes from Rogue Valley International Airport and Interstate 5, Jacksonville feels worlds away—but keeps you close to everything Southern Oregon offers. From here, you’re minutes from award-winning wineries, scenic hiking and biking trails, lavender farms, lakes, Crater Lake National Park, and world-class theater at the Oregon Shakespeare Festival in Ashland.

Whether you’re here to explore the outdoors, savor wine country, or wander timeless streets lined with boutiques and bakeries, Jacksonville makes the perfect launching point for your Southern Oregon journey.

When it Rains, We Pour

In Jacksonville, a little rain just means it’s time for another pour. Cozy up in charming tasting rooms, hop aboard the wine trolley, or browse curated bottle shops showcasing Southern Oregon’s best vintages. Surrounded by picturesque vineyards and award-winning wineries, our town is your gateway to wine country—without the crowds. Whether it’s Oregon’s famous rains or a little drizzle here and there, the glasses stay full, the conversations warm, and the hospitality unmatched. Cheers to your next wine adventure in Southern Oregon’s other wine country.

A Historic Landmark Town That Never Gets Old

Jacksonville is Southern Oregon’s historic landmark town that never gets old. Gold fever, wagon trains, Native uprisings, epidemics, and the settlement of a new frontier are all part of Jacksonville’s rich heritage. After its wild beginnings as a bustling gold rush town, Jacksonville grew into a community built on agriculture, banking, and small businesses—a place where families put down roots. Today, that same pioneering spirit lives on in a town that knows how to celebrate. From lively music festivals beneath the stars and intimate art shows to vibrant seasonal fairs and rich cultural events, Jacksonville remains a vibrant destination for both locals and visitors alike.

Jacksonville’s Victorian Christmas

Old-fashioned holiday spirit comes to life each December for Jacksonville’s Victorian Christmas. Twinkling lights, evergreen garlands, and horse-drawn wagons transform the town into a Victorian-era winter wonderland. Celebrate the season here all month long with these feature events:

• Featured Events
  • Father Christmas: Weekends until Dec 21 
    Let the nostalgia of Christmases past fill you with the joy of the season.
  • Tree Lighting Ceremony: November 29, 5pm 
    Celebrate the start of the season with us at the festive tree lighting ceremony. Enjoy caroling and storytelling followed by evening holiday shopping in our historic landmark town.
  • Holiday Parade: December 6, 10am 
    Our small town parade is big at heart. The historic setting, delightful procession of smiling faces and the celebration of our joyful community spirit is a heartwarming tradition.
    
• Holiday Trolley Lights Tour: Evenings in December 
  Snuggle in for a cozy 45-minute journey on our holiday trolleys through Jacksonville’s most enchanting light displays and beloved landmarks. Tickets still available!
  
• Weekend Happenings
  • Holiday Shopping and Festive Window Displays
  • Beekman House Victorian Christmas Tours
  • History Trolley Tours
  • Hot Apple Cider and Carolers in town
    

The Perfect Place to Stay

Choose from Jacksonville’s many distinctive places to stay, including charming bed-and-breakfasts, historic inns, vacation rentals, and nearby hotels. Known for its affordable and charming accommodations, Jacksonville makes it easy to relax in comfort without stretching your budget. Whether you’re looking for a cozy bed and breakfast, a historic inn, or a luxury boutique hotel, Jacksonville offers a variety of accommodations that blend comfort with local flair. It’s the perfect place to stay while exploring all that Southern Oregon has to offer—a welcoming basecamp for outdoor adventure or a home base for a relaxing, wine-filled getaway. With walkable streets lined with tasting rooms, shops, and restaurants, you’ll find everything you need just steps from your door. And with our friendly, laid-back atmosphere (including plenty of pup-friendly patios and lodging), Jacksonville invites you to settle in, slow down, and make yourself at home.

Whether you’re here for a day of wine tasting, a weekend of history and culture, or a cozy escape in the heart of Southern Oregon, Jacksonville leaves a lasting impression. It’s a place where stories linger in the brick sidewalks, where music floats through summer evenings, and where the past and present sit side by side over a shared bottle of wine. Come for the charm, stay for the feeling that you’ve found somewhere timeless. We can’t wait to welcome you.