Rally the corgi has sniffed out the Christmas events for kids in Freeport for 2026. The Village of Freeport lights its trees and sends decorated boats down the Woodcleft Avenue Canal on Saturday, December 5, and the Recreation Center opens its pool and ice rink for Triple Plays from December 28 to 31. 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 Freeport
- 2 Christmas events for kids in Freeport
- Tree Lighting and Boat Parade: Saturday, December 5, free
- Santa helps light the trees, then boats parade on the Nautical Mile
- Triple Plays: December 28 to 31, 12 to 4 pm, $8
- Swim, skate and play basketball at the Recreation Center
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Free Christmas events for kids in Freeport
Tree lighting and lit-up boatsFree
Annual Village of Freeport Tree Lighting and Boat Parade
- When: Saturday, December 5, 2026 (evening; last year Santa helped light the Recreation Center tree at 6 pm, the Esplanade tree at 6:30 pm, and boats set off at 7 pm)
- Where: Freeport Recreation Center and the Woodcleft Avenue Esplanade, Freeport, NY 11520 (opens in maps)
- Cost: Free
- Ages: All ages
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Freeport kicks off the season with a double celebration: the village lights its Christmas trees with Santa’s help, then decorated boats parade along the Woodcleft Avenue Canal on the Nautical Mile.
Last year the evening moved from the tree on the Recreation Center lawn to a 40-foot tree at the Esplanade on Woodcleft Avenue, with hot chocolate before the Freeport Chamber of Commerce boat parade. Kids love watching the glowing boats slide past the waterfront.
Parent tip: Dress for the wind off the canal and stake out a spot along the Woodcleft Avenue railing before the boats start.
- Host
- Village of Freeport (opens in a new tab)
- Address
- Freeport Recreation Center and the Woodcleft Avenue Esplanade, Freeport, NY 11520 (opens in maps)
- Confirmed
- On the host’s page, checked
New Freeport events every week
Rally researches Christmas events in Freeport daily and updates this page with new events. Enter your email to get a weekly update with new events in Freeport.
Free. Unsubscribe anytime. Privacy policy (opens in a new tab)
Rally’s Christmas research
Rally the corgi has 1 more Freeport 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 Freeport.
- Exclusive access to free events Find the free Christmas events in Freeport 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
- 1 Santa
- 1 Lights
- 1 Parades
- 1 Free
Enter your email to get new Christmas events in Freeport every week.
Ticketed and paid Christmas events for kids in Freeport
Admission, tickets or a fee apply. Where a host has not posted a price yet, the listing says so.
Event hosts: free events are listed first. The #1 spot puts your event at the top of this page.Inquire about the #1 spotAdd your event for free
Holiday break swim and skate
Triple Plays School Break Swim, Skate and Sports
- When: Monday, December 28 to Thursday, December 31, 2026, 12 to 4 pm daily
- Where: Freeport Recreation Center, 130 East Merrick Road, Freeport, NY 11520 (opens in maps)
- Cost: $8, skates included; everyone entering pays
- Ages: All ages; kids 12 and under need an adult
Expand to see the parent tip
During the week between Christmas and New Year’s, the Freeport Recreation Center opens its indoor heated pool, indoor ice rink and gym for a drop-in afternoon of play.
One $8 fee covers swimming, skating with rental skates included, and shooting hoops, so kids can bounce between all three. It is a handy rainy-day plan once the presents are open.
Parent tip: Bring your own basketball and swim gear, and note that every person entering pays the fee, adults included.
- Host
- Freeport Recreation Center (opens in a new tab)
- Address
- Freeport Recreation Center, 130 East Merrick Road, Freeport, NY 11520 (opens in maps)
- Confirmed
- On the host’s page, checked
New Freeport events every week
Rally researches Christmas events in Freeport daily and updates this page with new events. Enter your email to get a weekly update with new events in Freeport.
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 Freeport Christmas event for kids happens
Head to the Nautical Mile on the evening of December 5 for the tree lightings and boat parade, then keep Triple Plays in your back pocket for an indoor afternoon during the week after Christmas.
- Annual Village of Freeport Tree Lighting and Boat ParadeFreeport · Dec 5
- Triple Plays School Break Swim, Skate and SportsFreeport · Dec 28 to Dec 31
Looking further afield? Our New York Christmas events for kids guide lists every confirmed event in the state, and we have city guides for Wantagh, Long Beach, Hewlett and Mineola. 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.
Freeport Christmas events for kids: questions parents ask
What are the best Christmas events for kids in Freeport this year?
Rally Takes the Train has confirmed 2 Christmas events for kids in Freeport for 2026: the Annual Village of Freeport Tree Lighting and Boat Parade on December 5, and Triple Plays at the Recreation Center from December 28 to 31.
When is the Freeport boat parade in 2026?
Saturday, December 5, 2026, together with the village tree lighting. The village has not posted 2026 times yet. Last year the trees were lit at 6 and 6:30 pm and the boats began at 7 pm.
Is Santa at the Freeport tree lighting?
Last year Santa helped the mayor light the trees. Check the Village of Freeport for this year’s details closer to the date.
How much is Triple Plays?
$8 per person with skates included, from 12 to 4 pm, December 28 to 31, 2026 at 130 East Merrick Road. Kids 12 and under must come with an adult.
Who do I contact about Freeport holiday events?
The Village of Freeport Public Relations office at publicity@freeportny.gov, or the Recreation Center at 516-377-2314.
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 Freeport 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.