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Skyline Park
4.6 ★★★★★ 307 Google reviews · Running trail in Chestnut Hill, Massachusetts · Posted hours
Runner's snapshot
- Surface
- Paved
- Distance
- Not reported
- Shape
- Not reported
- Shade
- Not reported
- Access
- Posted hours
Confirmed from Skyline Park'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.
Park with turf soccer fields, walking paths and playgrounds, plus picnic areas.
What runners say about Skyline Park
“Well maintained grounds, perfect for a walk either on paved or grassy surfaces.”
“A soccer field next door and scenic paths for walking.”
Beautifully manicured grounds with plenty of fenced-in play structures for kids up to 10. A covered picnic area for snacks. A soccer field next door and scenic paths for walking. The steady breeze keeps the bugs away.
This place is awesome for kids to play in. The area is in a place away from traffic with a soccer field next to a playground. There is a area for walkers, joggers, and bikers without the worry of motor vehicles. Only reason it does not have five stars is because the public restroom are not always available.
A great place to walk, play soccer, or have use of the playground. There are plenty of benches, and an enclosed table section for parties and groups. Bathrooms may be open seasonal, I'm not sure. Good parking area. The ice cream truck comes around in warm weather.
Best location in Chestnut Hill. If you want practice sport, is a good open place. Football soccer is my favourite, but is also good for rugby training, footing, play with kids and walk with your dogs...or (why not?) ...stay with your boy(girl)friend. Enjoy
Trail conditions & character
“The amount of parking at the top of the hill near the fields is a little small when two games/ 4 teams overlap, but there was overflow parking at the bottom of the hill.”
“Nice paved walkways that loop aroumd the park for the dogs, great playground--one section for younger kids, one for older kids with a nice tall slide my kids love.”
“Only reason it does not have five stars is because the public restroom are not always available.”
“A soccer field next door and scenic paths for walking.”
“Nice paved walkways that loop aroumd the park for the dogs, great playground--one section for younger kids, one for older kids with a nice tall slide my kids love.”
“Pubic restrooms that are handicapped accessible.”
Plan your run at Skyline Park
The practical stuff
- AccessPosted hours — posted hours below; park gates sometimes close earlier than the listing says
- SurfacePaved — asphalt or concrete. Fast and predictable, runnable year-round, and fine with a stroller
- 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, restrooms — reported by runners
- DogsWelcome, per reviewers. Leash rules vary by park — the trailhead sign is the authority.
- Stroller / wheelchairReported as smooth and step-free enough for a running stroller or a chair.
- Websitebrooklinema.gov
- Phone(617) 879-5650
- Social Instagram · Facebook
Hours
| Monday | 6 AM–10 PM |
| Tuesday | 6 AM–10 PM |
| Wednesday | 6 AM–10 PM |
| Thursday | 6 AM–10 PM |
| Friday | 6 AM–10 PM |
| Saturday | 6 AM–10 PM |
| Sunday | 6 AM–10 PM |
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