The Jacksonville Wine Trolley is a safe and elegant way to explore southern Oregon wine country and the Jacksonville Wine District.

Historic Jacksonville is the official “heart of southern Oregon wine country.”

With 4 downtown tasting rooms and 7 wineries a mile outside of town, it’s a wine enthusiasts dream come true.

The Jacksonville Wine Trolley offers a round trip scheduled service to the wineries outside of town with pick-up and drop-off at our downtown Wine Trolley Stop on C Street (between the Visitor Information Center and the library).

From our downtown Wine Trolley Stop location, it is a short walk to our downtown tasting rooms, great food, boutique shopping, live music and so much more. We encourage you to stay awhile and explore all that historic Jacksonville has to offer.

There will be no tours on September 21, 2024, due to the Wine & Dine Event happening in Jacksonville. See details here