Jacksonville's Trolley Tours

Experience Jacksonville’s charm aboard our classic trolleys – an unforgettable journey through time and taste in the heart of Southern Oregon

Get Around in Our Two Trolley Town

Narrated History Tours

Explore Jacksonville’s history with a narrated trolley tour, featuring vintage homes, iconic landmarks, and gold rush tales.

Jacksonville Wine Trolley
Savor Southern Oregon wine country with our Wine Trolley, offering round-trip service to top wineries from our downtown stop.
Private Rentals

Looking for a unique and memorable experience for your next event? Our trolleys are available for private rentals.

Looking for additional ways to Get Around?

Check out EMC Black Car Service  and Wine Hopper Tours for personalized service and customized tours. 

Fill the trolley!

Full trolley reservations are available for Holiday Trolley Lights Tours in December

Our three trolleys range from $360-$540 and are able to carry 20-30 passengers

Available through August 15, then again in October

Narrated History Trolley Tours

Step Back in Time with Our Narrated History Trolley Tours

Embark on a 45-minute journey through Jacksonville’s storied past. Our narrated trolley tours offer a fascinating overview of the town’s rich history, highlighting gracious vintage homes, commercial buildings, and landmarks that have stood the test of time.
Location

All tours depart from the Visitor Information Center 185 North Oregon Street (corner of C St & N. Oregon St)

Departure Times

Tours depart at 10:30 am, 11:30 am, 12:30 pm, 1:30 pm, and 2:30 pm. On Sundays tours begin at 11:30.

Pricing

Adults: $15.00
Children (12 & under): $8.00 (Lap children ride free)

Purchase tickets at the Visitor Information Center (cash or credit).
Pre-order tickets for groups of 10-20 available by phone (no refunds or changes).

Availability

May Friday-Sunday
June-August: Tuesday-Sunday
September, October: Friday-Sunday.
December Saturday-Sunday.
Closed: 4th of July

(Note: Sunday tours begin at 11:30 am.)

Wine Trolley

Explore Southern Oregon’s Wine Country with the Jacksonville Wine Trolley

Wine lovers rejoice! The Jacksonville Wine Trolley is your ticket to exploring the finest wineries Southern Oregon has to offer. Our trolley provides a safe, elegant, and convenient way to experience the local wine scene.
Location

Pick up the Wine Trolley at the Depot adjacent to the Visitor Information Center 185 N Oregon Street (Between the Post Office and the Library on C Street)

Tickets

$30 per person for one day pass
$45 per person for a 3-day pass
$15 per person for our Happy Hour tours for any tickets purchased after 3:00pm
Includes one 1oz sample at each winery

Schedule

May - October
Friday-Sunday
12:00pm -6:30pm

Winery Closures

Hummingbird Estate

Rellik Winery

DANCIN Vineyards
Dos Mariposas Vineyards & Lavender Farm

Daisy Creek

Remotion Wine

South Stage Cellars

Wine Trolley Map

Wine Trolley Schedule

Map and schedule may change seasonally

Wine Trolley FAQs

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.

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 info@jacksonvilleoregon.org or call (541) 702-7060.

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. 

3-day passes tickets must be used in 3 consecutive days.

no pets, trained service animals only.

Private Trolley Rentals

Make Your Special Event Unforgettable with Private Trolley Rentals

Looking for a unique and charming experience for your next event? Our trolleys are available for private rentals, perfect for weddings, anniversaries, graduations, corporate events, and more.

Rental Details:

Capacity

History Trolley: 20 people
Wine Trolley: 30 people

Pricing

Private narrated history tours: $300 per tour.
Event transportation and private events: Pricing varies depending on the event.

Booking Information

Submit a request through our online form below or call Jacksonville Chamber of Commerce at (541) 702-7060

Private Trolley Rental and Tour Inquiry

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This form is only for private trolley rentals, tours or events (i.e. weddings, parades, private narrated tours, etc.)

Private Trolley Inquiry

Trip Information

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Personal Information