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.”

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.

The following wineries are not accepting tours on these days:

  • Hummingbird Estate: September 20, 2024
  • Awen Winecraft: August 17, 2024 & August 25, 2024


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 approximately 80 minutes.

Wineries included on the tour are:

Jacksonville tasting rooms: Anchor Valley Wine, Somar Family Vineyards, Remotion Wine and South Stage Cellars are not included on the trolley routes, however all are walkable from the downtown Jacksonville Wine Trolley Stop. Wineries are offering 10% off bottles of wine, just show them your wristband!

SERVICE: Friday-Sunday 12-6:30pm from May – October*

Tickets are $25 (+ $2 processing fee) for an all-day pass. Discounts available for 2-day passes and groups of 5 or more people. 

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

Tickets valid for a one or two day pass options. Please note that there are no ticket refunds.

*Tours are not available the last weekend of October.

Wine Trolley Map

Wine Trolley Schedule


In and around Oregon’s most beautifully preserved gold-rush-era town, 11 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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