Rally the corgi has sniffed out the Christmas events for kids in Middletown for 2026. City Recreation and Parks runs a Candy Cane Hunt at Erie Way Park on Saturday, December 19, and a Gingerbread House Contest at its County Route 78 campus on Monday, December 21. 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 Middletown
- 2 Christmas events for kids in Middletown
- Candy Cane Hunt: Saturday, December 19, 11:45 am, Erie Way Park
- Free, and over in about 15 minutes
- Gingerbread House Contest: Monday, December 21, 6 to 8 pm
- Both from City of Middletown Recreation and Parks
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Free Christmas events for kids in Middletown
Kids candy cane huntFree
Candy Cane Hunt
- When: Saturday, December 19, 2026, 11:45 am to noon
- Where: Erie Way Park, 1-31 Union Street, Middletown, NY 10940 (opens in maps)
- Cost: Free
- Ages: Kids
Expand to see the parent tip
Middletown Recreation and Parks hides candy canes around Erie Way Park downtown for a quick holiday hunt, the winter cousin of a spring egg hunt.
The hunt itself lasts just 15 minutes on the city calendar, so little ones get a fast, sweet burst of fun right before lunch.
Parent tip: Be at the park a few minutes before 11:45 am with a bag or basket, because a 15-minute hunt is over before latecomers find parking.
- Host
- City of Middletown Recreation and Parks (opens in a new tab)
- Address
- Erie Way Park, 1-31 Union Street, Middletown, NY 10940 (opens in maps)
- Confirmed
- On the host’s page, checked
New Middletown events every week
Rally researches Christmas events in Middletown daily and updates this page with new events. Enter your email to get a weekly update with new events in Middletown.
Free. Unsubscribe anytime. Privacy policy (opens in a new tab)
Rally’s Christmas research
Rally the corgi has 1 more Middletown 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 Middletown.
- Exclusive access to free events Find the free Christmas events in Middletown 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.
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Ticketed and paid Christmas events for kids in Middletown
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
Gingerbread contest
Gingerbread House Contest
- When: Monday, December 21, 2026, 6 to 8 pm
- Where: Middletown Recreation and Parks Campus, 393 County Route 78, Middletown, NY 10940 (opens in maps)
- Cost: Contact Recreation and Parks for entry details
- Ages: Families
Expand to see the parent tip
The Recreation and Parks Campus on County Route 78 hosts a Gingerbread House Contest on the Monday evening before Christmas week.
It is a chance for kids to show off frosting, gumdrops and candy roof tiles alongside other local families, just as school lets out for the holidays.
Parent tip: The city calendar does not list entry rules yet, so email Recreation and Parks early if your family wants to enter a house.
- Host
- City of Middletown Recreation and Parks (opens in a new tab)
- Address
- Middletown Recreation and Parks Campus, 393 County Route 78, Middletown, NY 10940 (opens in maps)
- Confirmed
- On the host’s page, checked
New Middletown events every week
Rally researches Christmas events in Middletown daily and updates this page with new events. Enter your email to get a weekly update with new events in Middletown.
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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 Middletown Christmas event for kids happens
Put the December 19 Candy Cane Hunt on the calendar with an early arrival, and ask Recreation and Parks now about entering the December 21 gingerbread contest so the kids have time to build.
- Candy Cane HuntMiddletown · Dec 19
- Gingerbread House ContestMiddletown · Dec 21
Looking further afield? Our New York Christmas events for kids guide lists every confirmed event in the state, and we have city guides for Stony Point, Orangeburg, Tappan and Pleasantville. 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.
Middletown Christmas events for kids: questions parents ask
What are the best Christmas events for kids in Middletown this year?
Rally Takes the Train has confirmed 2 Christmas events for kids in Middletown for 2026, both from City of Middletown Recreation and Parks: the Candy Cane Hunt on December 19 and the Gingerbread House Contest on December 21.
When is the Middletown Candy Cane Hunt in 2026?
Saturday, December 19, 2026, from 11:45 am to noon at Erie Way Park, 1-31 Union Street.
When is the Middletown Gingerbread House Contest?
Monday, December 21, 2026, from 6 to 8 pm at the Recreation and Parks Campus, 393 County Route 78.
How do we enter the gingerbread contest?
The city calendar does not list entry rules yet. Contact Middletown Recreation and Parks for details before you start building.
Who do I contact about Middletown holiday events?
The Superintendent of Recreation at raelynn@middletownny.gov, or Recreation and Parks at 845-346-4180.
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 Middletown 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.