Free Winter Trolley

During the holiday season the Downtown Castle Rock Holiday Lights will be lit, and the FREE DOWNTOWN TROLLEY may be the BEST WAY to enjoy the lights. We hope that you will also enjoy a meal, do some shopping or find some fun on your visit to Downtown Castle Rock!
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Join us in Downtown Castle Rock during the holiday season for FREE DOWNTOWN TROLLEY RIDES every Monday and Tuesday evening from November 23 to December 29 (Note: No rides on December 24, 2025). Grab the kids, grab the grandparents, grab a friend and come on down to enjoy a free trolley ride on the Castle Rock Trolley.
The Trolley will run a figure-eight loop starting at the Encore Parking Garage Entrance on South Street between Wilcox and Perry Street, drive north on Wilcox Street, make a right on to Third Street and make its second stop at the crosswalk. The Trolley will then make a left on to Perry Street to have its final stop at the Entrance to the Douglas County School District Parking lot on 6th Street between Wilcox and Perry Street.
The full loop from any of the 3 stops back to the same stop takes about 12 minutes.
The small businesses that call Downtown Castle Rock home appreciate your support and seek to make your visit a memorable one!
Thank you so much to our amazing 2026 Sponsor: Owen Ames Kimball!
Where to Park:
- Encore Parking Garage (Trolley Stop #1)(maps.app.goo.gl/qweGNEUoUbVt7aDo7)
- Philip & Jerry Miller Library (maps.app.goo.gl/JBaFJHzeUg4SsFNZ7)
- Douglas County Garage (maps.app.goo.gl/5PZ7YSKUfXJKzzuM8)
- Douglas County School District Parking Lot (Trolley Stop #3)(maps.app.goo.gl/jYMbQit46dZcE8JfA)
- Downtown Parking Map (www.crgov.com/DocumentCenter/View/15723/Downtown-parking-map-CL-PDF?bidId)
For more information, feel free to visit us at www.downtowncastlerock.com/wintertrolleyrides