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Rivertowns Holiday Trolley
Festive trolley rides connecting local holiday events
About
Experience the magic of the holiday season as Sleepy Hollow and Tarrytown come alive! Hop aboard FREE jolly trolleys to explore participating businesses, enjoy extended shopping hours, and discover festive entertainment. They are hosting an Ugly Holiday Sweater Contest, a Holiday Storefront Decoration Contest, and a special Holiday Vendor Village. Get into the spirit with carolers, dancers, kid's activities, and even photo opportunities with Santa and The Grinch.
Our Take
Family Friendly
Best For
Families, couples, holiday shoppers
Vibe
Festive, community-oriented, cheerful
Energy Level
Moderate
Budget
Low To Moderate
Photo Friendly
High
Weather Sensitivity
Moderate
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.
Location
Event Details
Pricing
Free trolleys, some events may require tickets.
Duration
4 hours
Ages
All ages
Schedule
Specific activities and shop hours vary throughout the day and evening.
Featured Performers
- Salvation Army's Music Programs
- Rivertown Dance Academy
- Sleepy Hollow Arts Collective
- Cozy Coven singer/guitarist Jared Nelson
- David Robert Brimat
Organizer
Sleepy Hollow Tarrytown Chamber of Commerce
Practical Information
Pet Policy
No pets allowed
Food & Drink
Participating businesses offer treats, special discounts and festive cocktails.
Quick Actions
Tips & Advice
- Arrive early to catch the free trolleys, as they can fill up quickly, especially during peak hours. Consider checking the trolley routes in advance to plan your stops.
- Dress in layers and wear comfortable shoes, as you'll be hopping on and off trolleys and exploring various shops and venues throughout the evening.
- Check the event schedule for specific performance times and locations of activities like the ice sculpture demonstration or Santa meet-and-greets to maximize your experience.
- Don't miss the Holiday Storefront Decoration Contest; take photos of your favorites and cast your vote for the most festive display.
- While trolleys are free, some special events, like those at the Tarrytown Music Hall, may require separate ticket purchases, so check in advance if you plan to attend.
Frequently Asked Questions
What is the Rivertowns Holiday Trolley event?
It's a festive event where free trolleys connect participating businesses in Sleepy Hollow and Tarrytown, offering holiday shopping, entertainment, contests, and family-friendly activities.
How do I use the trolleys?
Free jolly trolleys are available to hop on and off at designated stops to visit various businesses. Specific routes and stops are detailed on the event page.
Are there activities for children?
Yes, the event includes kid-friendly activities, and photo opportunities with characters like Santa and The Grinch.
What kind of shopping and dining can I expect?
Participating local businesses offer extended shopping hours, special discounts, treats, and festive cocktails.
Is there a cost to attend?
The trolleys are free to use. Some specific events, such as performances at the Tarrytown Music Hall, may require separate ticket purchases.