Best Sledding Hills in Fairfield County, Connecticut

12/1/20 - By Ally Noel

When winter weather turns into a day off from school it’s time to head for the hills—sledding hills, that is. We're lucky to have more than our fair share of awesome sledding hills here in Fairfield County, from gentle dips for toddlers and preschoolers to dramatic slopes that draw brave 'tweens and 'teens. Grab a thermos of cocoa, your warmest mittens, and yes—this year, at least—your face masks, of course.

Here is a list of some local favorite spots to spend a couple hours burning off that cabin fever. If you live in central Connecticut, check out these Hartford-area sledding hills, and for a little bit more of an adventure, visit our Connecticut Snowshoeing and Cross Country Skiing Guide.

Note: Please check with venues before arrival to make sure sledding is allowed, some locations like golf courses may have varying times for sledding.


Gould Manor Park


One of three sledding parks in town, Gould Manor Park is located right off of Interstate 95. This 13-acre park boasts a beautiful pond for skating as well. 

655 Holland Hill Rd 

Sturges Park

A popular spot for sledding in town, Sturges Park transforms into an idyllic winter wonderland of fun on snow days.

550 Mill Plain Road

Tunxis Hill Park 

Perhaps better known for its baseball fields, Tunxis Hill Park’s central location makes it a fun place to hang out on a snow day.

225 Melville Ave


Beardsley Park

Beardsley Park is always beautiful, but a fresh coat of snow turns this urban park into an oasis. With a variety of hills to choose from,  even younger sledders will be able to enjoy a snow day.

1875 Noble Ave Bridgeport, Ct 06610


Oak Hills Golf Course

Once the snowstorm clears, a steady stream of families will pack the Oak Hills Golf Course. This Golf Course transforms into a winter wonderland.

165 Fillow Street

Wolfpit School

When school is canceled, the parking lot of this elementary school is still packed. Families flock to this small school nestled into the Wolfpit Neighborhood of Norwalk.

1 Starlight Drive


Winslow Park

In the summer, this park provides bike baths, gardens, and walking trails, but once the snow falls, it’s all about the sledding. Located near downtown Westport, Winslow Park has been providing snow day fun for generations.

North Compo Road


Cummings Park

Located on the shores of Long Island Sound, Cummings Park offers more than just a beach day. In the winter, this 79-acre park features some pretty awesome hills for an epic snow day.

464 Shippan Ave


Bunell High School 

Located behind the High School, this hill is a popular spot for families to spend a snow day.

1 Bulldog Blvd


Bruce Park

A large playground, the Bruce Museum, ponds, and picnic tables, make Bruce Park is a popular year-round destination for family fun.  In the winter, the hills at Bruce Park are littered with families enjoying a snow day.

Bruce Park Drive


Tarrywile Park

You may need to put on your snow shoes to find the perfect sledding spots in Tarrywile Park’s 772 acres. There is plenty of flat space in this park to make the perfect snow angel as well.

70 Southern Blvd. 


Treadwell Park

Located in Sandy Hook Village, Treadwell Park is open from 9am -sundown, this park’s pool makes it a popular summertime spot. But, its parking lot is equally packed in the winter months when families take advantage of its sledding hill.

8 Philo Curtis Road


Baker Park

Considered the “bunny hill” of sledding spots in town, Baker Park is a popular local hangout on snow days. This park is located off of Noroton Avenue and has a gentle hill that slopes down into a large field

Noroton Ave