Home › Massachusetts › Chestnut Hill › Lost Pond Conservation Area
Lost Pond Conservation Area
4.5 ★★★★★ 25 Google reviews · Running trail in Chestnut Hill, Massachusetts · Dawn to dusk
Runner's snapshot
- Surface
- Natural surface
- Distance
- Not reported
- Shape
- Not reported
- Shade
- Not reported
- Access
- Dawn to dusk
Confirmed from Lost Pond Conservation Area's own listing, the park or land manager's website, and runner reviews. Blank cells mean we could not verify that fact — we would rather say "not reported" than invent one. There is no Easy / Moderate / Hard rating on this page on purpose: a one-word difficulty score tells you nothing about whether a trail suits your run. Surface, distance, shade and hours do.
Nature sanctuary on 33 acres around a natural kettle pond, visitable for wildlife viewing only.
What runners say about Lost Pond Conservation Area
This is a nice place to explore- I ramble around in here before my kids' soccer games at Skyline or on lunchtime runs from my workplace in Newton Centre. You can enter either from the near side before the Transfer Station or from the residential neighborhood on the north end.
Nice variety of terrain. Not the best marked but it’s suburban Boston so you can’t really get lost. Semi dog friendly too
This is a peaceful trail less traveled adjacent to Skyline Park. A nice place for some moments of solitude.
Very nice trail! Would not recommend it on a rainy day or after a heavy rain.
Trail conditions & character
Plan your run at Lost Pond Conservation Area
The practical stuff
- AccessDawn to dusk — the gates close, so do not plan a run that finishes after dark
- SurfaceNatural surface — easiest on the joints and the most fun, but expect roots, rocks and mud after rain
- DistanceNot reported. Trail systems often quote total path mileage rather than a single loop, so measure the route you actually want before you drive out.
- ShadeNot reported. Assume some of it is exposed and carry water in summer.
- At the trailheadparking — reported by runners
- Stroller / wheelchairReported as smooth and step-free enough for a running stroller or a chair.
- Websitebrooklinema.gov
- Social Instagram · Facebook
Hours
| Monday | 6 AM–8:30 PM |
| Tuesday | 6 AM–8:30 PM |
| Wednesday | 6 AM–8:30 PM |
| Thursday | 6 AM–8:30 PM |
| Friday | 6 AM–8:30 PM |
| Saturday | 6 AM–8:30 PM |
| Sunday | 6 AM–8:30 PM |
Running trails near Chestnut Hill
Other trails within easy driving distance — useful when this one is flooded, gated, or just not the run you had in mind today.
Skyline Park
4.6 ★★★★★ 307 reviews
Park with turf soccer fields, walking paths and playgrounds, plus picnic areas.
Hammond Pond Reservation
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Bare Pond
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Webster Conservation Area
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Brook Farm Walking Trail
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Larz Anderson Park
4.7 ★★★★★ 1,371 reviews
This landscaped park offers pathways, ponds, gardens, a skating rink & an auto museum.