The West’s Most Charming Small Town.
Image: Martina Patella
In the heart of Southern Oregon, Jacksonville stands untouched since its 1800s origins when gold miners packed the saloons and stagecoach stops. It’s always been a place for good company and late nights, now carried on with live music, notable restaurants, and pioneer town bars.
Image: Martina Patella
You can live your old house dreams with a weekend at a historic inn, where designers blend antiqued dwellings with modern comforts. Bespoke hotels are beloved amongst travelers and book early in the summer.
Image: David Gibbs
Enjoy a wine flight, then walk to the Britt Music Festival, an intimate outdoor concert venue tucked between the woodland trails and historic downtown. Ride the local history trolley and listen to stories of the past, or wander on foot through cafés, boutiques, and pickety side streets.
Image: Martina Patella
At the center of Southern Oregon wine country—recently named the #2 wine region in the U.S.—Jacksonville offers easy access to dozens of nearby vineyards and tasting rooms. The wine trolley runs all weekend through town and nearby vineyards with stunning views.
Image: Martina Patella
It's the ideal base to finally see Crater Lake, the Rogue River, and the Oregon Shakespeare Festival. Just four hours from Portland and minutes to the Medford International Airport, Jacksonville is so close yet feels centuries apart.
Image: Martina Patella
Book by June 30 at any Jacksonville lodging with code TROLLEY26 and get two complimentary Wine Trolley Tickets for a full day of tastings.
