Tag Archives | Ossining Holiday

Holiday Trolley Tour was a BIG hit!!!

We would like to thank all who participated in the 1st Annual Holiday Trolley Tour on Thursday, December 21st.  The Chamber hosted 3 tours (515pm, 630pm, 745pm) of decorated homes in Ossining.  We would like to recognize the winners – voted on by Trolley Tour participants 1st Place – Iroquois Road 2nd Place – Jenkins […]

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Trolley Tour of Ossining Holiday Houses

SAVE DATE for the Ossining Lights Tour via Trolley, December 21st. Two (2) tours are planned (630pm & 740pm) from The Boathouse (46 Westerly Road – Ossining). We will vote for most “festive” house.  Hot chocolate and cookies will be served plus listen to music by DJ Johnny G.  

Tickets – $15 Adults / $10 Seniors / $5 Children (3-14) / Children under 2 sitting on adults laps FREE

To purchase tickets visit the Ossining Holiday Tour page – click here.
****ONLY 740pm Holiday Trolley Tour is available****

….If you would like your home on the holiday tour please
email: info@ossiningchamber.org.

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Ossining Community Tree Lighting

Pack up the kids and come down to Historic Downtown Ossining (Spring & Main) for the Community Tree Lighting @6pm

Holiday music by Risko Music – OHS “Gimme the Mic” and DJ Johnny G

Cookies and Hot Chocolate at 645pm

Mr. and Mrs. Claus arrive via Ossining Fire Department Express –


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