Rally the corgi has sniffed out the Christmas events for kids in Port Washington for 2026. Port Holiday Magic fills Main Street on Saturday, November 28, with Santa on a fire truck, a free trolley, Olaf and the Grinch, and Santa’s Magical Village offers free photos with Santa at the Landmark on Main Street on Saturday, December 5. We check every date on the host’s own website and link straight there. For the rest of the state, see our New York Christmas events for kids guide.
What Rally found in Port Washington
- 2 Christmas events for kids in Port Washington
- Port Holiday Magic: Saturday, November 28, Santa’s fire truck ride at noon, free
- Free trolley, Olaf, the Grinch and singing Toy Soldiers on Main Street
- Santa’s Magical Village: Saturday, December 5, Santa photos 12 to 2 pm, free
- Indoors at the Landmark on Main Street, 232 Main Street
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Free Christmas events for kids in Port Washington
Santa on a fire truck and a free trolleyFree
Port Holiday Magic on Small Business Saturday
- When: Saturday, November 28, 2026, 11 am to 5 pm, with Santa’s fire truck ride at noon and the free trolley from 11 am to 3 pm
- Where: Main Street and businesses throughout Port Washington, Port Washington, NY 11050 (opens in maps)
- Cost: Free
- Ages: All ages
Expand to see the parent tip
Port Washington kicks off the season on Small Business Saturday with a whole town of “shoppertainment”: at noon Santa rides a fire truck from Port Washington Boulevard down Main Street, Shore Road and Manorhaven Boulevard.
From 11 am to 3 pm a free trolley loops Main Street between Port Commons and the Town Dock, Olaf and the Grinch stroll the sidewalks, singing Toy Soldiers pop into shops, and carolers and a sing-along fill the air. Kids can also hunt for the Elf on the Loose.
Parent tip: Hop on the trolley at Port Commons around 11:30 am so you are on Main Street when Santa’s fire truck rolls by at noon.
- Host
- Port Washington BID and Port Washington Chamber of Commerce (opens in a new tab)
- Address
- Main Street and businesses throughout Port Washington, Port Washington, NY 11050 (opens in maps)
- Confirmed
- On the host’s page, checked
New Port Washington events every week
Rally researches Christmas events in Port Washington daily and updates this page with new events. Enter your email to get a weekly update with new events in Port Washington.
Free. Unsubscribe anytime. Privacy policy (opens in a new tab)
Rally’s Christmas research
Rally the corgi has 1 more Port Washington event researched for you.
- New events every week We research new events daily and send you one email a week with the new ones we find in Port Washington.
- Exclusive access to free events Find the free Christmas events in Port Washington before they fill up.
- Unlock the filters Find Santa visits, free events and weekend plans in one tap.
- Rally’s Christmas Eve Express and a free advent calendar Get early access to Rally the corgi’s Christmas Eve tracker, plus a free digital advent calendar to count down to Christmas.
- One-tap add to calendar Save any event to your Google, Apple or Outlook calendar so you never miss it.
Coming up on this page
- 2 Santa
- 1 Parades
- 1 Shows
- 2 Free
Enter your email to get new Christmas events in Port Washington every week.
Free photos with SantaFree
Santa’s Magical Village
- When: Saturday, December 5, 2026, 11 am to 5 pm, with photos with Santa from 12 to 2 pm and live entertainment from 11 am to 2 pm
- Where: The Landmark gym, Landmark on Main Street, 232 Main Street, Port Washington, NY 11050 (opens in maps)
- Cost: Free
- Ages: All ages
Expand to see the parent tip
The second Port Holiday Magic Saturday moves indoors to the gym at Landmark on Main Street, which turns into Santa’s Magical Village for the day.
Santa poses for photos from noon to 2 pm, and the Red Stocking Revue singers perform holiday songs from 11 am. It is a warm, free, all-ages stop in the middle of Main Street, easy to pair with lunch in town.
Parent tip: Arrive right at noon for Santa photos, before the line builds, and bring your own phone or camera for the picture.
- Host
- Port Washington BID and Port Washington Chamber of Commerce (opens in a new tab)
- Address
- The Landmark gym, Landmark on Main Street, 232 Main Street, Port Washington, NY 11050 (opens in maps)
- Confirmed
- On the host’s page, checked
New Port Washington events every week
Rally researches Christmas events in Port Washington daily and updates this page with new events. Enter your email to get a weekly update with new events in Port Washington.
Free. Unsubscribe anytime. Privacy policy (opens in a new tab)
We check every event above on the host’s own page for the date, time and cost, plus the things parents ask about, like sign-ups and ages. Looking for a Santa train instead? Those are on our New York Christmas train rides page.
See every event on a December calendar
Plan your December
When each Port Washington Christmas event for kids happens
Ride the free trolley and wave at Santa’s fire truck on November 28, then come back to the Landmark on Main Street on December 5 for free Santa photos and holiday singers.
- Port Holiday Magic on Small Business SaturdayPort Washington · Nov 28
- Santa’s Magical VillagePort Washington · Dec 5
Looking further afield? Our New York Christmas events for kids guide lists every confirmed event in the state, and we have city guides for Mineola, New Rochelle, Bronx and Yonkers. The national search sorts every event by distance from your town.
A story for the drive home
A morning with Santa or an evening of holiday stories tends to end the same way: tired kids, a long drive and one more book before bed. Our picture book follows Rally the corgi on his first train ride to see his grand-paw-rents, and every page is painted by hand. If your family is spending December missing someone, it was written for that too. For the car, print our free corgi and train coloring pages.

A bedtime story after seeing SantaRally Takes the Train is a five-minute rhyming picture book about a corgi’s first ride on a California train, hand-painted in watercolor. $16.99 on Amazon, ages 0 to 8.
Buy on AmazonKeep the Christmas magic going: track Rally the corgi on Christmas Eve, print free Christmas coloring pages, learn how to say Merry Christmas in 100+ languages, find train museums to visit with kids, or browse Christmas events in every New York city.
Port Washington Christmas events for kids: questions parents ask
What are the best Christmas events for kids in Port Washington this year?
Rally Takes the Train has confirmed 2 Christmas events for kids in Port Washington for 2026: Port Holiday Magic on Small Business Saturday, November 28, and Santa’s Magical Village on December 5.
When does Santa ride the fire truck in Port Washington?
At 12 pm on Saturday, November 28, 2026. He starts on Port Washington Boulevard and continues down Main Street, Shore Road and Manorhaven Boulevard.
Is the Port Washington holiday trolley free?
Yes. The trolley runs free from 11 am to 3 pm on November 28, looping Main Street between Port Commons and the Town Dock.
Where can kids get photos with Santa in Port Washington?
At Santa’s Magical Village in the Landmark gym, 232 Main Street, from 12 to 2 pm on Saturday, December 5, 2026. Admission is free.
Who do I contact about Port Holiday Magic?
The Port Washington Chamber of Commerce at office@pwcoc.org or 516-883-6566. The events are organized with the Port Washington BID, Landmark on Main Street and Residents Forward.
Are there Christmas train rides for kids in New York?
Yes. Santa trains and holiday train rides have their own guide: Rally Takes the Train’s New York Christmas train rides page.
How do you confirm these events?
We list an event only after we find this season’s date on the host’s own website or an official city or tourism calendar. We last checked Port Washington on November 11, 2026. Rally is also contacting each organizer to confirm details like parking, restrooms and bad-weather plans.
Event names belong to their hosts. Rally Takes the Train is a family picture book and is not affiliated with, sponsored by or endorsed by any host listed here. Confirm dates, times and prices on each host’s own site before you go.