All Aboard! A Trolley Tour of Historic Scarsdale

Our inaugural Scarsdale Historical Trolley Tour was a runaway success! All three tours sold out, and we're already looking forward to our next ride. See highlights from the day and stay tuned for future tour announcements.

Climb aboard for a journey through Scarsdale’s past as we celebrate the Village’s 325th anniversary (and America’s 250th)!

Scarsdale Trolley Tour 
📆 November 1, 2026
Departures at 10:00 AM, 12:30 PM & 3:00 PM
Members: $30 | Non-members: $45

EVENT IS NOW SOLD OUT.
Spots may open up. Join the waitlist and we’ll let you know if tickets become available.

This family-friendly 90-minute guided trolley tour will explore the people, places, and stories that shaped early Scarsdale—from colonial farms and the Revolutionary era through the age of country estates, when horses still traveled Scarsdale’s roads.

Along the way, we’ll uncover remnants of an earlier Scarsdale that are still all around us—historic homes, former estates, and places where Revolutionary War events unfolded, all hiding in plain sight if you know where to look.

Tickets are very limited. Scarsdale Historical Society members receive a special discounted price.

Not a member? Now is a great time to join!

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FAQ

Where does the trolley tour begin?
The starting location and arrival instructions will be emailed to ticket holders before the tour.

How long is the tour?
The tour is approximately 90 minutes.

Is there a bathroom on the trolley?
No. There are no restroom facilities on the trolley, so please plan accordingly before departure.

Does the tour take place rain or shine?
Yes! The trolley tour will take place rain or shine.

Is the tour family-friendly?
Yes. The tour is family-friendly and open to history lovers of all ages.

How early should I arrive?
Please plan to arrive at least 15 minutes before your scheduled departure. The trolley must leave on time, and we cannot guarantee that late arrivals will be accommodated.

Is the trolley accessible?
Please contact us in advance with any accessibility questions or needs so we can determine what accommodations are available.

Can I bring food or drinks on the trolley?
While not prohibited, food and drink should be limited.

Do I need to bring a printed ticket?
No printed ticket is necessary. Please have your Eventbrite confirmation available on your phone at check-in.

Can I change my tour time after purchasing a ticket?
All sales are final, and tour times cannot be changed after purchase.

Are tickets refundable?
All sales are final.

Can I buy a ticket on the day of the tour?
No, ticket sales will close before the event. Each trolley has limited seating, and tours may sell out.

Will passengers be getting on/off the trolley during the tour? 
We will be getting off the trolley once, weather and time permitting, for 5 minutes.

Can passengers board at a later stop or depart the tour early?
Passengers must board at the beginning of the tour. They can always get off the trolley to leave for an emergency, but they will need their own transportation back to the starting point.

Whom can I contact with questions?
Email us any time at info@scarsdalehistoricalsociety.org.

Join Us at Mamaroneck 250

Commemorate the 250th anniversary of the American Revolution with live music, storytelling, historical reenactments, hands-on exhibits, and activities for the whole family at a Living History Family Day:

📆 Sunday, October 18, 2026
Harbor Island Park · Mamaroneck, NY

** Special Reenactment at 1:30 PM **
Full event runs 1:00–5:00 PM

We’re revisiting the British army’s advance through our area in October 1776 - as General Howe and British Loyalists Phebe and Edmund Ward recount their experiences during these pivotal days and beyond, including stories of confiscation and divided loyalties.

From the moment British forces landed at Pell’s Point, they sought strategic locations and homes to serve as headquarters for General William Howe as his army advanced toward White Plains. Howe established headquarters throughout the area, including in Pelham, New Rochelle, Larchmont, Eastchester and Scarsdale. Hear General Howe and British Loyalists Phebe and Edmund Ward recount their experiences during these pivotal days and beyond, including stories of confiscation and divided loyalties.

In October 1776, Howe commandeered the Eastchester home of Patriot Stephen Ward before establishing headquarters at Scarsdale’s Griffen-Fish House on Mamaroneck Road. Situated on high ground overlooking the surrounding countryside, the Griffen-Fish House offered a strategic vantage point over today’s Post Road as British forces pursued Washington’s army toward White Plains.

At this event, hear their stories and learn more about local history at The Friends of the Ward House, The Eastchester Historical Society, and The Scarsdale Historical Society

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Toast 250! at Wayside Cottage - Sunday, June 14th

Wayside Cottage is the place to be on Sunday, June 14th, from 2 - 6 PM! 

Hosted by RW250 and the Junior League of Central Westchester, this lively Revolutionary-era tavern experience celebrates the Semiquincentennial (1776-2026) and the 325th anniversary of Scarsdale with music and merriment for all ages.

At Scarsdale Village’s oldest landmark, we’ll celebrate where the Varian family faced ever-present danger from Loyalist and British attacks during the Revolutionary War years.

FEATURING

Visits from: Martha Washington ★ British General Howe ★ Patriot Col. John Glover ★ …and More

Music by The Liberty Three

Games Hosted by Philipse Manor Hall

Quill Pen Writing

Weaving Demonstrations

Musket Drills with the 5th New York Regiment

Wayside Cottage Tours

Recognition of Witness Stones Project Honoring Those Once Enslaved

American Revolution Trivia—The Westchester Edition! (4:00 PM)

Tavern Fare and Libations for Purchase at the Captain Lawrence Food Truck

Colonial Sweets, Including Flag Day Treats for Kids

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FREE ADMISSION

📆 Date: Sunday, June 14
2:00 - 6:00 PM
Wayside Cottage at 1039 Post Road, Scarsdale, NY

All Ages Welcome

Watch Now: Scarsdale's Revolutionary Transition

Scarsdale’s Revolutionary Transition: From Colonial Manor to American Town

Scarsdale Village Historian and Scarsdale Historical Society Vice President, Jordan Copeland examines Scarsdale’s transformation from a colonial manor to an American town in the aftermath of the Revolution. It explains what it meant to live under the manor system, how Scarsdale was governed before independence, and what changed when that structure gave way to town government. Drawing on surviving records from the 1700s, the talk explores what we know about daily life in Scarsdale, including what mattered most to its residents, how authority was exercised, and how early residents contributed to the creation of a community.

This program was presented live at the Scarsdale Library on March 16, 2026.