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Drummer Boy Park
4.6 ★★★★★ 350 Google reviews · Running trail in Brewster, Massachusetts · Hours vary
Runner's snapshot
- Surface
- Paved
- Distance
- Not reported
- Shape
- Not reported
- Shade
- Not reported
- Access
- Not reported
Confirmed from Drummer Boy 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.
Popular grassy, dog-friendly park featuring a windmill and playground.
What runners say about Drummer Boy Park
“Located on a beautiful and historic route 6A (extends almost the entire cape) its well worth an outting for picnics or a nice walk.”
“Lovely history mixed with walking paths - beautiful view of the marsh, and a well leveled playground for all ages.”
Drummer Boy Park is a nice space with parking, a paved walking path and lovely windmill surrounded by other buildings. There are picnic tables and portable potties. It is also a good area to park if going on the Wing Trail just a quick walk down the same side of 6A.
We love coming to this little park. It’s a great place to walk the dog or have a picnic. There’s always little art fairs and festivals through out the summer. It’s also a wonderful spot to find some shade on hot and humid days and simply relax. Check out the blacksmith shop, windmill,etc.
This is a lovely park with open spaces and plenty of picnic tables. A great place to walk a small dog on a leash. The trails in the woods are fun! It’s also a good place to play PokémonGo
Driving down 6a we noticed the sign for a park and made a u turn to check it out. There is a good sized parking lot and two porta potties. Attached to this park is Windmill Village making this an even better place to visit.
Trail conditions & character
“Lovely history mixed with walking paths - beautiful view of the marsh, and a well leveled playground for all ages.”
“6A in Dennis, Drummer Boy Park has a windmill and plenty of space to walk your dog or play with your kids.”
“Drummer Boy Park is a nice space with parking, a paved walking path and lovely windmill surrounded by other buildings.”
“Drummer Boy Park is a nice space with parking, a paved walking path and lovely windmill surrounded by other buildings.”
“Huge Picnic area, playground, public restrooms and some nice scenic hiking options.”
Plan your run at Drummer Boy Park
The practical stuff
- AccessHours vary — hours are not posted for this trail, so check before an early or late run
- 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.
- Websitebrewsterma.myrec.com
- Phone+1 508-896-9521
- Social Instagram · Facebook
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