Free Winter Trolley Rides
Free winter trolley rides are offered through Downtown Castle Rock on select Monday and Tuesday evenings from late November through December. The rides provide a way to view holiday lights and enjoy the atmosphere.
What to Expect
Free trolley rides to view holiday lights
Event Details
Duration
2 hours per evening
Ages
All ages
Neighborhood
Downtown Castle Rock
Timed Entry
No
Organizer
Castle Rock Downtown Alliance
Food & Drink
Food, shopping, and fun available from local businesses in Downtown Castle Rock.
Local Insight & Ratings
Family Friendly
Best For
Families, couples, holiday enthusiasts
Vibe
Festive, cheerful, community-oriented
Energy Level
Low
Budget
FREE
Photo Friendly
Weather Sensitivity
Moderate (rides may be affected by severe weather)
Location
Know Before You Go
- Tickets: FREE
- Parking: Parking is available at Encore Parking Garage, Philip & Jerry Miller Library, Douglas County Garage, Douglas County School District Parking Lot, and The View at Castle Rock Parking Garage. A downtown parking map is available.
- Accessibility: The Town trolley is ADA accessible at each stop, accommodating strollers and wheelchairs.
- Pets: No pets allowed (service animals welcome)
Tips & Advice
- Arrive a few minutes before the trolley starts running to secure a good spot at one of the three designated stops.
- Check the Downtown Castle Rock website for any last-minute schedule changes or updates before heading out.
- Consider parking at the Encore Parking Garage or Douglas County School District Lot as they are direct trolley stops.
- Combine your trolley ride with a visit to local shops and restaurants in downtown Castle Rock for a complete evening experience.
- The trolley loop takes about 12 minutes, so you can enjoy multiple rides or hop off to explore specific areas.
Special Events & Promotions
- Free trolley rides to view holiday lights
- Opportunity to support local businesses
Quick Actions
Frequently Asked Questions
What are the operating dates and times for the Free Winter Trolley?
The trolley runs on Mondays and Tuesdays from November 23 to December 29, 2026, between 5:30 PM and 7:30 PM. Note that there are no rides on December 24, 2026.
Where can I park to catch the trolley?
Parking is available at several locations including the Encore Parking Garage, Philip & Jerry Miller Library, Douglas County Garage, Douglas County School District Parking Lot, and The View at Castle Rock Parking Garage.
Is the trolley accessible for strollers and wheelchairs?
Yes, the Town trolley is ADA accessible at each stop and can accommodate strollers and wheelchairs.
How long does the trolley loop take?
The full loop from any of the three stops back to the same stop takes approximately 12 minutes.
What is the purpose of the trolley rides?
The trolley rides are designed to be the best way to enjoy the Downtown Castle Rock Holiday Lights, encouraging visitors to experience the festive atmosphere and support local businesses.
More Christmas Events near 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.