Winona State Forest
Managed by New York State Department of Environmental Conservation
5,527 acres28.3 mi of trail
Alice's AlleyRaspberry TrailShady ShuttleBackus Bend Trail+1
Dog rules not recorded
Directionsto the parking lotWebsite ↗
–Not graded
Outdoors in Boylston
Few parks or trails are on the map in Boylston
The biggest trail networks: Winona State Forest (28.3 mi), Littlejohn Wildlife Management Area (0.5 mi). 28% of Boylston’s land is conserved, about 6,910 acres. 6,168 acres are parks and preserves, 11,317 per 1,000 residents.
Conserved land
28%
6,910 acres · of 39.1 sq mi of land
Trails
32 mi
0.8 per sq mi of land
Park land
6,168 ac
11,317 acres per 1,000 residents
Near a park
43%
of residents within ½ mile
Bike routes
1.9 mi
1.9 mi paths
Highest peak
1,073 ft
Shoecraft Hill
The map
Conserved land, trails & bike routes
Tap a number to zoom to a park. Tap a layer to hide it.
Easements protect land from building but are usually private.© OpenStreetMap contributors · USGS PAD-US
Places to walk
Pick a walk
The longest trail network is Winona State Forest, with 28.3 miles. Directions go to the nearest trailhead or public parking.
Littlejohn Wildlife Management Area
Nature preserve
753 acres0.5 mi of trail
Dog rules not recorded
No trailhead mapped yetWebsite ↗
Trout Brook State Forest
Managed by New York State Department of Environmental Conservation
285 acres
Dog rules not recorded
No trailhead mapped yetWebsite ↗
Chateaugay State Forest
Managed by New York State Department of Environmental Conservation
273 acres
Dog rules not recorded
No trailhead mapped yetWebsite ↗
Who protects it
6,910 conserved acres
28% of Boylston’s land. Who manages Boylston’s conserved land, from the USGS Protected Areas Database. Approximate, because parcels can overlap.
State conservation6,866 ac
Land trusts & nonprofits45 ac
State Conservation Area · 6,108 acState Resource Management Area · 758 acPrivate Conservation · 45 ac
The biggest protected parcels
| Parcel (PAD-US) | Managed by | Acres | Public access |
|---|---|---|---|
| Winona State Forest State Conservation Area | State conservation | 5,547 | Open |
| Littlejohn Wma State Resource Management Area | State conservation | 758 | Open |
| Trout Brook State Forest State Conservation Area | State conservation | 288 | Open |
| Chateaugay State Forest State Conservation Area | State conservation | 273 | Open |
| Winona Woods Private Conservation | Land trusts & nonprofits | 45 | Closed |
Things to do
4 places to go in Boylston
Beaches, playgrounds, peaks, falls and more. Pick a kind.
Peaks in Boylston
Shoecraft Hill1,073 ft elevation · In Winona State Forest
DirectionsCampgrounds in Boylston
3 campgrounds without a name on the map. Tap “Show all on map” to see them.
Trails & water
19 named trails
Named trails
Open to bikes · 14.5 miHorses · 26.8 miUnpaved · 14.5 mi
Alice's Alley2.4 mi
Raspberry Trail2.0 mi
Shady Shuttle1.9 mi
Backus Bend Trail1.8 mi
Hiscock Trail1.7 mi
Hawley PFAR1.5 mi
Bill's Belly1.2 mi
Little Sandy Creek Trail1.0 mi
Dog Leg0.9 mi
Bills Belly Trail0.9 mi
9 more trails
Stinson Creek Trail
0.8 miFrank's Fancy
0.7 miJimmys Jaunt Trail
0.6 miTed's Turn
0.6 miBlood PFAR
0.5 miCross Leg Trail
0.5 miAdsit Trail
0.4 miDog Leg Extension
0.4 miTie Trail
0.3 miBiking & sports
1.9 miles of bike routes
Bike lanes are often missing from the map in smaller towns, so that number is likely low.
1.9 mi
off-road bike paths
When to get out
The best walking months in Boylston: May to September
NOAA’s 1991–2020 normals for the town and the daylight at its latitude. Outlined months have long days, highs of 59 to 86 °F and little rain for the place.
| Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Daylight (h) | 9.3 | 10.4 | 11.8 | 13.4 | 14.7 | 15.4 | 15.1 | 14.0 | 12.4 | 10.9 | 9.6 | 8.9 |
| High (°F) | 27 | 29 | 38 | 52 | 65 | 73 | 77 | 76 | 69 | 56 | 44 | 33 |
| Rain (in) | 4.2 | 3.3 | 3.4 | 3.8 | 4.1 | 4.5 | 4.0 | 4.1 | 4.4 | 5.3 | 4.8 | 4.8 |
February is the driest month (3.3 in) and July the warmest (highs of 77 °F). 5.3 inches fall in October, the wettest month. The climate in Boylston →
Next door
Boylston and its neighbors
Boylston has the second most mapped trails of the 6 towns around it. Tap a town to see its outdoors.
| Town | Conserved of land | Trail mi per sq mi | Park acres per 1,000 | Near a park ½ mile | Outdoors |
|---|---|---|---|---|---|
| Boylston | — not graded: under 1,000 residents or part of its town | ||||
| Orwell | 23% | 0.4 | 5,958 | 58% | A |
| Lorraine | — not graded: under 1,000 residents or part of its town | ||||
| Sandy Creek | 5% | under 0.1 | 193 | 23% | B− |
| Redfield | — not graded: under 1,000 residents or part of its town | ||||
| Ellisburg | 9% | 0.1 | 298 | 34% | B |
The four inputs of the Outdoors grade, from the engine; shares are of land, not water.
Questions about parks and trails in Boylston
Where can I hike in Boylston?
The longest trail networks: Winona State Forest, 28.3 miles; Littlejohn Wildlife Management Area, 0.5 miles. Each one is on the map above, with directions to the nearest trailhead or parking.
Are dogs allowed on Boylston’s trails?
Winona State Forest and Littlejohn Wildlife Management Area don’t have dog rules recorded on the map; check the signs at the trailhead.
Where can I bike in Boylston?
1.9 miles of bike routes are on the map: 1.9 of off-road paths.
Is there public land near Boylston?
63,926 acres of parks and open public land lie inside Boylston or within 10 miles of it (PAD-US), 6,931 of them inside the town line.
Trail talk
Conditions, parking and favorite walks from Boylston neighbors.
Share a tip
Sources
Where this page comes from
Conserved and public land: USGS Protected Areas Database of the United States (PAD-US), service updated July 2026. Parks, trails, playgrounds, beaches and other places: OpenStreetMap (© OpenStreetMap contributors, ODbL), map data as of 2026-10-28. Land and water area: Census 2025 Gazetteer. Residents near a park: 2020 Census blocks. National Register: National Park Service. How TownRatings grades the outdoors →