Local Winter Fun! | The Milton Moms

We are getting ready for some snow in Milton! My kids have been asking for weeks and are beyond excited! We are lucky to live in an area with so many great hills, golf courses, and schools and that make playing outside so fun and easy. Here are our top, local pics for skating and sledding, and hanging out outside all winter long. Bundle up and make some hot chocolate, we are ready for ya, snow!



Blue Hills Reservation

Washington St, Canton/ Milton line

Right in our own backyard and they make their own snow so no need to worry if we don’t have any of our own! A great place to learn and play on any of their 14 trails. Rentals & lessons available.


Other Local Mountains Worth The Drive….



499 Mountain Rd, Princeton

A little over an hour from home but well worth the ride, this mountain has it all! This is where I learned to ski 🙂 Over 20 trails, 5 lifts and tons of options for lessons and rentals.


Nashoba Valley

79 Powers Rd, Westford

Under an hour from home, Nashoba Valley is the place to be. 17 trails, lessons, rentals and endless fun, they even offer tubing. What a blast! And check out their amazing winery in the Summer!





Hills & Parks

Kelly Field

299 Brook Rd, Milton

Notes: Across from St Mary of the Hills School, right next to the new playground


Andrews Park

Belcher Circle, Milton

Notes: A combination of a bigger hill and smaller hills- fun for all ages


Cunningham Park

75 Edge Hill Rd, Milton

You can even drive down there. Great hill for the littles! Bring your skates and stop by the pond!


Milton Academy

170 Centre St, Milton

The back hill by Brook rd is a super popular one! You can park on the side of the road.


Shields Park

392 Elliot St, Milton

The hill behind the park and the baseball field is PERFECT for the littlest kids, they can trek back and forth themselves.


Bernazzani Elementary School

701 Furnace Brook Parkway, Quincy


Golf Courses

Ponkapog Golf Course 

2167 Washington St, Canton


Furnace Brook Golf Course

20 Reservoir Rd, Quincy


Presidents Golf Course

357 West Squantum St, Quincy


Granite Links Golf Club

100 Quarry Hill Dr, Quincy




Blue Hills Trailside Museum

1904 Canton Ave, Milton

Get some exercise and fresh air while taking in the peacefulness and beauty of Winter. Bring your own, or rent snowshoes from the Trailside Museum.

More information include rental costs, and schedule is available here


Boston Nature Center

500 Walk Hill St, Mattapan

Snowshoe through 2 miles of trails at Boston Nature Center, just a few minutes outside of Milton! Rentals also available. Click here for more information.





Milton Academy

170 Centre St, Milton


Ulin Memorial Rink

11 Unquity Rd, Milton

$3/$5 admission


Cunningham Park

75 Edge Hill Rd, Milton

The brook behind the pond is flooded every year for skaters of all ages. Free! Fun! And it’s outside!


Shea Memorial Rink

651 Willard St, Quincy

$3 admission


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