Winter Survival Guide: How Whitby Families Can Outrun Cabin Fever
by Daniel Reid
January 2026
If your kids have turned the hallway into a racetrack and argue so loudly you’ve actually researched (and bought) high-quality earplugs, congratulations: you’re officially in winter survival mode.
The good news? Whitby and the surrounding area are full of “use up all that energy” spots—indoors, outdoors, and everything in between. Here’s a fun, family-friendly winter guide with specific places you can actually plug into your weekend and evenings plans (and yes, some of them may result in glorious, quiet car rides home).
- Glide around the Stouffville Memorial Park Skating Trail
If you pick one “wow” winter outing this year, make it the skating trail in Stouffville (about a 30 minute drive from Whitby).
The Memorial Park Skating Trail is a refrigerated 275-metre loop that winds through the park, lit up in the evenings so you can skate under the lights. In warmer months it’s a walking and scootering trail, but once temperatures drop, it transforms into a smooth, family-friendly ice path. There are even skate rentals and sharpening on site, a snack bar (including hot chocolate) and regular hours from morning to evening (typically 9 a.m. to 9 p.m., weather permitting).
Make it an adventure day:
- Pack helmets and snacks
- Plan a “number of laps” challenge for the kids
- Finish with hot chocolate before you head home
It’s close enough to Whitby for an easy day trip and special enough to feel like a winter tradition in the making.
- Bounce it out at Flying Squirrel Whitby
When the wind is howling and nobody wants to wrestle with snow pants, it’s time to take the chaos indoors—to somewhere built for bouncing.
At Flying Squirrel Whitby, kids can run, jump, and launch themselves into pure joy while you get a break from saying “Stop jumping on the furniture.” Trampolines, fun zones, and space to move mean they can burn off an incredible amount of energy in a short time. It’s perfect for:
- Weekend family outings
- Reward days during winter break
- A “we just need to get out of the house” emergency plan
The best part? All that built-up winter wiggliness gets left at the park, not in your living room.
- Race down the hill at Cullen Central Park
For classic winter fun, head to Cullen Central Park in north Whitby. The park has a popular sledding hill that’s big enough for plenty of families at once and has become a go-to spot for local tobogganing.
Pro tips:
- Bring a couple of different sleds so kids can “test” which is fastest
- Set a “last run” before everyone is totally exhausted (or before you have to carry them back to the car)
- Warm up with a short walk on the nearby paths if everyone still has energy left
It’s simple, cheap, and guaranteed to end with rosy cheeks and big grins.
- Go exploring at Heber Down Conservation Area
When you need fresh air but not necessarily full-speed sprinting, Heber Down Conservation Area is your friend. This conservation area in Whitby offers over 5 km of trails through forest and wetland, is open year-round with free admission, and is popular for nature walks, snowshoeing, cross-country skiing, and general “let’s go stomp around outside” exploring.
Make it more fun for kids by turning it into:
- A “who can find the coolest ice pattern” photo contest
- A wildlife detective mission (look for tracks, nests, and bird calls)
- A “quiet challenge” where everyone listens for running water, wind in the trees, or woodpeckers
It’s a great way to reset everyone’s mood and sneak in some movement at the same time.
- Make a splash at Whitby’s indoor pools
If skating and snow aren’t your thing, water (the melted kind) absolutely can be.
Whitby has two great indoor options: the Whitby Civic Recreation Complex pool and the Anne Ottenbrite Pool at Iroquois Park Sports Centre. Both offer public swims and family-friendly times where kids can splash, slide, and swim to their hearts’ content.
Swimming is amazing for burning energy without even really noticing:
- Play “sharks and minnows” or “underwater treasure hunt” with pool toys
- Have kids race you (and conveniently “let” them win)
- Set a goal like “10 lengths as a family” and celebrate with snacks after
It’s also a great backup plan for especially icy days when outdoor plans just aren’t happening.
You can do this
When you’ve got a handful of go-to spots ready, winter feels less like something to “get through” and more like a season full of mini adventures.
And whenever the walls start closing in and the energy level hits “maximum chaos,” remember: there’s always a trampoline waiting for you at Flying Squirrel Whitby.