1
Whittemore Sanctuary
Managed by Flanders Nature Center
702 acres8.5 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
Outdoors · Woodbury
Woodbury, CT parks, trails & bike paths
About 20% of Woodbury is conserved land, roughly 4,541 acres. There are about 38 miles of mapped trails, and the biggest networks are in Whittemore Sanctuary (8.5 mi), Trolley Bed Preserve (6.1 mi), and Van Vleck Farm and Nature Sanctuary (5.5 mi).
Conserved land, trails, parks and bike routes in Woodbury, measured from OpenStreetMap and USGS data.
At a glance
Woodbury outdoors
Conserved land
20%
4,541 of 23,312 acres
Trails
38 mi
1 mi per sq mi · 33 on conserved land
Parks & preserves
57
462 conserved acres per 1,000 residents
Bike routes
0.0 mi
0.0 mi lanes · 0.0 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
Trolley Bed Preserve
Managed by Town of Woodbury
248 acres6.1 mi of trail
Trolly Bed Preserve Trailred trail
Dog rules not recorded
DirectionsTo the parking lot
3
Van Vleck Farm and Nature Sanctuary
Managed by Flanders Nature Center
187 acres5.5 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
4
Orenaug Park
Managed by Town of Woodbury
86 acres2.1 mi of trail
Tower Trail
Dog rules not recorded
DirectionsTo the parking lot
5
Leavenworth Preserve
Managed by Flanders Nature Center
110 acres1.7 mi of trail
Dog rules not recorded
DirectionsTo the trail sign
6
Good Hill Farm Preserve
Managed by Roxbury Land Trust
126 acres1.2 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
7
Miller Preserve Addition
Managed by Roxbury Land Trust
117 acres1 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
8
Three Rivers Park
Park
73 acres0.9 mi of trail
Three Rivers Park Walking PathThree Rivers
Dog rules not recorded
DirectionsTo the parking lot
All 57 parks & preserves
- Fleming Preserve29 ac · 0.8 mi trail · Directions
- Hollow Park73 ac · 0.7 mi trail · Directions
- Janie Pierce Park46 ac · 0.7 mi trail · Directions
- Hogpen Hill Farms230 ac · 0.6 mi trail
- Minortown Road Preserve23 ac · 0.4 mi trail
- Shuttleworth Lower11 ac · 0.4 mi trail
- Marzahl Refuge46 ac · 0.3 mi trail · Directions
- Manville Kettle Property6 ac · 0.3 mi trail · Directions
- Miller Preserve5 ac · 0.2 mi trail
- Marra Scuppo Hill12 ac · 0.1 mi trail
- Baldrige Farm144 ac
- Grey Fox Woods106 ac
- Parker/Hart Refuge102 ac
- Aisley Meadows64 ac
- Skinner60 ac
- Owl Ridge53 ac
- Ledgewood43 ac
- Tomlinson North38 ac
- Church Hill B36 ac
- Strong Meadow Preserve34 ac · Directions
- Rollingwood32 ac
- Carriage Hills32 ac
- Oak Meadow27 ac
- Old Farm27 ac
- Cox25 ac
- Feiderowicz Refuge21 ac
- Tomlinson South19 ac
- Riverbend Durfee16 ac
- Picton16 ac
- Hillside Farm Preserve12 ac
- Applegate Acres12 ac
- The Crossings11 ac
- Old Town Heights11 ac
- Finch11 ac
- Taylor11 ac
- Shuttleworth Upper10 ac
- Transylvania Woods9 ac
- Mayflower8 ac
- Curtiss Hill8 ac
- Town Of Woodbury Open Space8 ac · Directions
- Curtiss Woods8 ac
- Whittemore Cottages7 ac · Directions
- Butternut Falls7 ac
- Riverbend6 ac
- Good Hill Farms5 ac
- Laurel Wood5 ac
- Van Vleck Woodlot5 ac
- Church Hill Woods2 ac
- Woodbury North Green1 ac · Directions
Who protects the land
4,541 conserved acres
Who manages it, from PAD-US. Approximate, because parcels can overlap.
Conserved doesn't always mean open to visitors. 1,179 acres are conservation easements, which are usually private land. Public access isn't recorded for 190 of 218 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 paths0.0 mi
- Shoulders & shared lanes0.0 mi
Courts & fields
- Soccer8
- Baseball6
- Tracks5
- Tennis4
- Basketball3
- Softball3
- Field hockey3
Counts include school and college facilities, which aren't always open to the public.
Next door
Woodbury and its neighbors
Towns whose outdoors data has been built so far.
| Town | Conserved | Trails | Parks & preserves |
|---|---|---|---|
| Woodbury | 19.5% | 38.2 mi | 57 |
| Middlebury | 18.8% | 22.9 mi | 50 |
| Bethlehem | 13.8% | 5.9 mi | 24 |
| Roxbury | 21.1% | 40.1 mi | 36 |
| Southbury | 16.6% | 45.0 mi | 24 |
| Watertown | 18% | 33.9 mi | 8 |
| Washington | 29.6% | 64.9 mi | 14 |
Trail talk
Conditions & tips from neighbors
No recent posts about Woodbury'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 21.7-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.