The Jacksonville Wine Trolley

Your ticket to exploring the wineries of Jacksonville

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

Historic Jacksonville is the official “heart of southern Oregon wine country” as our city motto implies.

With 3 downtown tasting rooms and 6 wineries just a mile or so 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.


The Jacksonville Wine Trolley provides round trip transportation using a hub-and-spoke system, returning to the downtown Jacksonville Wine Trolley Stop  every 30 minutes and each winery every 80 minutes.

Wineries included on the tour are:

Jacksonville tasting rooms: Anchor Valley Wine, Remotion Wine and South Stage Cellars are not included on the trolley routes, but are all walkable from the downtown Jacksonville Wine Trolley Stop.

SERVICE: Friday-Sunday 12-7:30pm from May-October

TICKETS: Tickets are $25 for an all-day pass. Discounts available for 2-day passes and groups of 5 or more people. Tickets available for purchase here

Please refer to the wine trolley schedule below to plan your day. All fares begin and end at the downtown Wine Trolley Stop.

Wine Trolley Map

Wine Trolley Schedule


In and around Oregon’s most beautifully preserved gold-rush-era town, 9 unique and exquisite wineries offer an astounding array of fine wines.

From in-town tasting rooms to rural countryside and beautiful valley views, Jacksonville is truly the heart of southern Oregon wine country and a destination for wine enthusiasts.

In general, the wine trolley is geared toward 21+. However, we also allow minor guests as many of our wineries are family friendly.

There is no discounted price for minors.

The pick-up and drop-off for ALL wine trolley guests begins and ends at the Jacksonville downtown Wine Trolley stop on C Street in Jacksonville.

The wine trolley stop is located between the Visitor Information Center and the Library.

Guests cannot start their tour at any other locations.

Alcohol is not permitted aboard the Jacksonville Wine Trolley.

Guests are welcome to enjoy alcoholic beverages in designated areas at the tasting rooms included along the route.

If you have questions about purchasing tickets or tickets already purchased, please email or call (541) 899-8118.

Our office hours are Tuesday-Sunday 10am-3pm.

We welcome you to purchase tickets here.

We offer a 10% discount for groups of 5 or more and 2-day passes.

2-day passes tickets must be used in 2 consecutive days.

If you do not see the answer to your question above, please email us at or call (541) 899-8118.

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