SATURDAY, NOVEMBER 29, 11AM - 3PM
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The Main-Dempster Mile and Downtown Evanston are excited to announce the return of the FREE Holiday Trolley between the two business districts during Small Business Saturday on November 29! From 11AM - 3PM, you can take your kids, grand-kids, or just yourself on a festive holiday trolley ride from Main Street, to Dempster Street, to Downtown Evanston and back. The free trolley will make a number of stops along the way (SEE BELOW) so that you can hop off to do some shopping and grab a quick bite to eat! Then, hop back on the next trolley to complete the loop and return to your starting point.
While you're taking the trolley, be sure to say hello to our special Elf on the Shelf who'll be interacting with riders, and taking photo ops at some of the stops!
A special thanks to Northwestern Community Relations for sponsoring the 2025 Small Business Saturday Holiday Trolley, and for supporting Evanston’s local businesses!
TROLLEY STOPS
Please note that trolley departure times are approximate.
Stop 1: Main Street across from Squeeze Box Books (740 Main St.)
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The Main-Dempster Mile and Downtown Evanston are excited to announce the return of the FREE Holiday Trolley between the two business districts during Small Business Saturday on November 29! From 11AM - 3PM, you can take your kids, grand-kids, or just yourself on a festive holiday trolley ride from Main Street, to Dempster Street, to Downtown Evanston and back. The free trolley will make a number of stops along the way (SEE BELOW) so that you can hop off to do some shopping and grab a quick bite to eat! Then, hop back on the next trolley to complete the loop and return to your starting point.
While you're taking the trolley, be sure to say hello to our special Elf on the Shelf who'll be interacting with riders, and taking photo ops at some of the stops!
A special thanks to Northwestern Community Relations for sponsoring the 2025 Small Business Saturday Holiday Trolley, and for supporting Evanston’s local businesses!
TROLLEY STOPS
Please note that trolley departure times are approximate.
Stop 1: Main Street across from Squeeze Box Books (740 Main St.)
Departure Times: 11am; 12pm; 1pm; 2pm
Stop 2: Wild Fork Garage - just south of CrossRhodes (911 Chicago Ave.)
Departure Times: 11:10am; 12:10pm; 1:10pm; 2:10pm
Stop 3: Union/Space (1245 Chicago Ave.)
Departure Time: 11:20am; 12:20pm; 1:20pm; 2:20pm
Stop 4: Hyatt House Chicago/Evanston (1515 Chicago Ave.)
Departure Time: 11:30am; 12:30pm; 1:30pm; 2:30pm
Quick Stop 5: Fountain Square plaza (1600 Sherman at NW corner of Davis St. and Sherman Ave.)
Quick Stop 5: Fountain Square plaza (1600 Sherman at NW corner of Davis St. and Sherman Ave.)
Quick Stop 6: Oak Avenue across from US Post Office
Stop 7: Varsity Living Apartments (1706 Sherman Ave.)
Departure Time: 11:40am; 12:40pm; 1:40pm; 2:40pm
Stop 8: Albion Evanston (1500 Sherman Ave.)
Departure Time: 11:45am; 12:45pm; 1:45pm; 2:45pm
Quick Stop 9: The Mexican Shop (801 Dempster St.) then back to Main Street via Elmwood Ave.
Quick Stop 9: The Mexican Shop (801 Dempster St.) then back to Main Street via Elmwood Ave.
We hope you enjoy the free trolley rides, and appreciate your active support for shopping and dining locally this holiday season. Happy holidays, and please follow these links to learn more about the Main-Dempster Mile and Downtown Evanston.
For questions about the trolley, email katherine@maindempstermile.com.
For questions about the trolley, email katherine@maindempstermile.com.