Grassy Pond Lifecourse & Trail (Westford Conservation Trust)

Grassy Pond Lifecourse & Trail (Westford Conservation Trust)

Hike Type: Figure 8 Loop with Spurs

Distance: 1.57 miles

Elevation: 36 feet

Time: 33 minutes
Hiking Challenges: 52 Hike Challenge 2025

The Hike

Time for something completely different! I simply needed SOMETHING to do between the end of my school day and marching band, so I drove out to Westford in search for that something... I tried a few parks/trailheads I saw on Google and AllTrails, and after some strikeouts (either due to no parking lots or grown-in trails), I landed at Grassy Pond. I couldn't find much information about it online, and the trailhead kiosk didn't have much either, so it was time to wander!

It looked like there was a main trail around the pond and two bonus loops with a few extra spurs to roads. I decided to hike around the pond in the clockwise direction - which had wonderfully soft pine-needle footing. Most of this loop is also a "lifecourse" trail with different exercise stations scattered about. At the far end of the pond, I took the bonus loop, which kind of turned it into a figure-8. There were a couple spur paths to roads that I also took, just to keep moving. 

I passed an old white pine tree (labeled as such) and saw one person with his dogs - I was grateful to only see one person on my little excusion. I eventually did find an online map which showed fewer spur paths than were actually on the trail. I passed a really neat mushroom, continued past the parking lot, and then hit the lifecourse loop before returning to my car. It wasn't a very active hike, but it was nice to move my body! I would come back!

Step-by-Step

- Start hike from parking lot around Grassy Pond traveling clockwise.

- Trail joins the Lifecourse Trail, continue straight.

- At second jct., turn left to do upper loop.

- Hike spurs to roads.

- On original loop trail, continue traveling clockwise around pond.

- At the parking area, continue to travel clockwise, repeating some trail.

- When Lifecourse Trail joins, turn sharply left.

- Follow Lifecourse Trail back to car.

Map of Grassy Pond

Photo Album