1
Town Forest
Nature preserve
242 acres6.7 mi of trail
Burial By-passHolliston HighwayMilford BywayKrusherMiddle Sister
Dog rules not recorded
DirectionsTo the parking lot
Outdoors · Holliston
Holliston, MA parks, trails & bike paths
About 23% of Holliston is conserved land, roughly 2,836 acres. There are about 48 miles of mapped trails, and the biggest networks are in Town Forest (6.7 mi), Fairbanks Land (5.2 mi), and Wenakeening Woods (3.2 mi).
Conserved land, trails, parks and bike routes in Holliston, measured from OpenStreetMap and USGS data.
At a glance
Holliston outdoors
Conserved land
23%
2,836 of 12,120 acres
Trails
48 mi
2.5 mi per sq mi · 29 on conserved land
Parks & preserves
24
188 conserved acres per 1,000 residents
Bike routes
6.9 mi
0.0 mi lanes · 6.7 mi off-road paths
Conserved land is a share of the whole town area. Bike lanes are often missing from the map in smaller towns, so that number is likely low.
Map
Conserved land, trails & bike routes
Tap a number or a place below to zoom in© OpenStreetMap contributors · USGS PAD-US
Places to walk
Parks & preserves with trails
Ranked by mapped trail miles. Directions go to the nearest marked trailhead or public parking.
2
Fairbanks Land
Nature preserve
204 acres5.2 mi of trail
The Main TrailKnee JerkSwamp BypassThree SistersSwamp Side
Dog rules not recorded
No trailhead mapped yet
3
Wenakeening Woods
Nature preserve
106 acres3.2 mi of trail
Yellow
Dog rules not recorded
DirectionsTo the parking lot
4
Adams Street Conservation Land
Nature preserve
70 acres1.4 mi of trail
Right Turn ClydeNew TrailWhite TrailBumble BeeHolliston Highway
Dog rules not recorded
DirectionsTo the parking lot
5
Rocky Woods
Nature preserve
58 acres1.2 mi of trail
The IntroCollege Rock RunIt Wasn't MeCliffwalkChicken Little
Dog rules not recorded
No trailhead mapped yet
6
Poitras Memorial Land
Nature preserve
41 acres1 mi of trail
White Trail
Dog rules not recorded
No trailhead mapped yet
7
Brentwood Conservation Land
Nature preserve
299 acres0.9 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
8
Mellen Street Conservation Area
Nature preserve
28 acres0.7 mi of trail
Blue TrailYellow Trail
Dog rules not recorded
DirectionsTo the parking lot
All 24 parks & preserves
Showing 1–10 of 24 parks & preserves
Town Forest242 acres · 6.7 mi of trail
Fairbanks Land204 acres · 5.2 mi of trail
Wenakeening Woods106 acres · 3.2 mi of trail
Adams Street Conservation Land70 acres · 1.4 mi of trail
Rocky Woods58 acres · 1.2 mi of trail
Poitras Memorial Land41 acres · 1 mi of trail
Brentwood Conservation Land299 acres · 0.9 mi of trail
Mellen Street Conservation Area28 acres · 0.7 mi of trail
Waseeka Wildlife Sanctuary167 acres · 0.6 mi of trail · Mass Audubon
Patoma Park30 acres · 0.5 mi of trail
Things to do
Beaches, playgrounds, falls & more
Pick a kind of place for the list, directions, or pins on the map above.
Peaks in Holliston
Bald Hill433 ft elevation
Miller Hill423 ft elevation
Broad Hill407 ft elevation
Long Hill371 ft elevation
Strawberry Hill269 ft elevation · In Patoma Park
Nob Hill240 ft elevation
Mount Hollis197 ft elevation
Trails
Named trails
Open to bikes 20.9 miHorses 1.0 miUnpaved 27.8 mi
Showing 1–10 of 25 trails
- White Trail1.2 mi
- Holliston Highway0.9 mi
- Burial By-pass0.9 mi
- Middle Sister0.6 mi
- Blue Trail0.6 mi
- The Main Trail0.6 mi
- Right Turn Clyde0.6 mi
- New Trail0.5 mi
- Milford Byway0.5 mi
- Dennis' Playground0.4 mi
Water
Lakes & rivers
Factory PondreservoirHoughton PondreservoirLake WinthropLinden PondreservoirWeston PondreservoirBogastow Brook
Tap a name for directions.
Who protects the land
2,836 conserved acres
Who manages it, from PAD-US. Approximate, because parcels can overlap.
Conserved doesn't always mean open to visitors. 840 acres are conservation easements, which are usually private land. Public access isn't recorded for 46 of 185 parcels. The places listed above are parks and preserves people visit.
Biking & sports
Bike routes, courts & fields
- Painted or protected bike lanes0.0 mi
- Off-road bike paths6.7 mi
- Shoulders & shared lanes0.3 mi
- White Trail (bike route)2.4 mi
Courts & fields
- Baseball10
- Soccer6
- Basketball4
- Tennis3
- Equestrian1
- Lacrosse1
- Football1
Counts include school and college facilities, which aren't always open to the public.
Public lands
The biggest protected places in Holliston
From USGS PAD-US: who manages each one and whether visitors are welcome.
Conservation Easement 1,131 acLocal Conservation Area 928 acLocal Other or Unknown 845 acUnknown Easement 365 acAgricultural Easement 322 ac
Showing 1–10 of 15 places
| Place | Managed by | Acres | Public access |
|---|---|---|---|
| Unknown ParkLocal Conservation Area | Town or city | 448 | Open |
| Town of HollistonLocal Other or Unknown | Not recorded | 336 | Open |
| Brentwood Conservation LandLocal Conservation Area | Town or city | 299 | Open |
| Fairbanks LandLocal Conservation Area | Town or city | 209 | Open |
| Pinecrest Golf CourseLocal Other or Unknown | Not recorded | 183 | Restricted |
| Waseeka Wildlife SanctuaryPrivate Conservation | Not recorded | 168 | Open |
| Bullard Memorial FarmPrivate Historic or Cultural | Not recorded | 146 | Restricted |
| Town ForestLocal Resource Management Area | Not recorded | 103 | Open |
| Rocky WoodsLocal Other or Unknown | Town or city | 59 | Open |
| Poitras Memorial LandLocal Other or Unknown | Town or city | 40 | Open |
History
Historic places to visit
Braggville CemeteryCemetery
Center CemeteryCemetery
East Holliston CemeteryCemetery
Lake Grove CemeteryCemetery
Lincoln CemeteryCemetery
Old North CemeteryCemetery
Saint Marys CemeteryCemetery
South CemeteryCemetery
Nearby
Holliston and its neighbors
Towns whose outdoors data has been built so far.
Trail talk
Conditions & tips from neighbors
No recent posts about Holliston's trails yet. Muddy, icy, a bridge out, where to park: a quick post helps the next person.
Sources: trails, parks, preserves, courts and bike lanes © OpenStreetMap contributors (ODbL), map data as of 2026-09-28. Conserved land: USGS Gap Analysis Project, Protected Areas Database of the United States (PAD-US). Measured against the Census town boundary.
How we measure
"Trails" are OpenStreetMap paths, bridleways, public tracks and unpaved footways, plus footways inside a park or preserve or on a named trail route. Sidewalks are left out. Areas are counted on a 20-meter grid, so overlapping parcels count once. "Conserved" includes conservation easements, which protect land from development but are usually private property. Trailheads are the nearest marked trailhead, public parking lot or information board within about 150 meters of a preserve. Dog rules come from OpenStreetMap when someone has tagged them; otherwise we show what's typical for the land manager, or say the rules aren't recorded.