Free Winter Trolley Rides
Passengers ride the Castle Rock Trolley along a figure-eight route through downtown to enjoy the illuminated holiday light displays. The trolley travels along Wilcox Street, stops at the Third Street crosswalk, and continues to Perry Street and 6th Street before returning. A full loop takes about 12 minutes and can be started and finished at any of the designated stops.
Nov 23 – Dec 29, 2026 All ages Free trolley rides.
See more other Christmas activities near Castle Rock
Plan Your Visit
Hours
5:30 PM - 7:30 PM.
Neighborhood
Downtown Castle Rock
Parking
A Downtown Parking Map is linked.
Accessibility
The trolley is ADA accessible at each stop, accommodating strollers and wheelchairs.
Location
Tips & Advice
- Ride on a Monday or Tuesday evening during the listed holiday-season dates; the trolley does not operate daily.
- Board at Encore Parking Garage, the Third Street crosswalk, or the Douglas County School District lot on 6th Street to start closest to you.
- Allow about 12 minutes for a complete loop from any stop back to the same stop.
- Use one of the listed downtown parking locations, such as Encore Garage or the Douglas County School District lot, both of which are trolley stops.
- The trolley is ADA accessible at each stop and accommodates wheelchairs and strollers, so these options can board along the route.
Special Events & Promotions
- Free rides run on Monday and Tuesday evenings during the holiday season.
Links & Contact
Run by Castle Rock Downtown Alliance
Christmas Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their contact page.
Frequently Asked Questions
Who is the trolley ride for?
The invitation mentions kids, grandparents and friends, with no age restriction stated.
Do I need to book a ride in advance?
No advance booking or ticketing details are given; rides are described as free.
What can I see on the ride?
The trolley follows a figure-eight route through downtown while holiday lights are lit, with three stops along the loop.
How long does a full loop take, and can I get on or off partway through?
A full loop takes about 12 minutes, and you can start and finish at any of the three stops.
Is the trolley accessible for wheelchairs and strollers?
Yes. The trolley is ADA accessible at each stop, including for wheelchairs and strollers.
Browse Christmas in Castle Rock
Always check the official website for the most current information.
We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly. Christmas Events Near Me is an independent guide and isn't affiliated with the events we list.