1
Sherwood Island State Park
Park
272 acres3 mi of trail
Dog rules not recorded
Outdoors · Westport
Westport, CT parks, trails & bike paths
About 4.3% of Westport is conserved land, roughly 917 acres. There are about 13 miles of mapped trails, and the biggest networks are in Sherwood Island State Park (3 mi), H. Smith Richardson Wildlife Preserve (1.9 mi), and Winslow Park (1.1 mi).
Conserved land, trails, parks and bike routes in Westport, measured from OpenStreetMap and USGS data.
At a glance
Westport outdoors
Conserved land
4.3%
917 of 21,294 acres
Trails
13 mi
0.4 mi per sq mi · 9 on conserved land
Parks & preserves
31
33 conserved acres per 1,000 residents
Bike routes
7.7 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
H. Smith Richardson Wildlife Preserve
Managed by Connecticut Audubon Society
55 acres1.9 mi of trail
Dogs usually not allowedTypical for Audubon sanctuaries. Check posted rules
DirectionsTo the parking lot
3
Winslow Park
Managed by Town of Westport
29 acres1.1 mi of trail
Dogs allowedMapped in OpenStreetMap
DirectionsTo the parking lot
4
Newman-Poses Preserve
Park
40 acres1 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
5
Haskins Preserve
Managed by Aspetuck Land Trust
18 acres0.9 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
6
Westport Longshore Club Park
Park
147 acres0.4 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
All 31 parks & preserves
- Baron South14 ac · 0.2 mi trail · Directions
- Hilla von Robay Arborertum8 ac · 0.2 mi trail · Directions
- Grace Salmon Memorial Park5 ac · 0.2 mi trail · Directions
- Sherwood Mill Pond Preserve1 ac · 0.1 mi trail · Directions
- Fairfield County Hunt Club39 ac · Directions
- Wakeman Park26 ac · Directions
- Stewart B. McKinney National Wildlife Refuge16 ac
- Sherwood Millpond13 ac
- Silent Grove13 ac · Directions
- Stony Brook Road Property12 ac
- Town Farm Ball Complex11 ac
- Grassy Island9 ac
- Canfield Island Marsh5 ac
- Peter's Gate Reserve3 ac
- Town Hall Playground2 ac · Directions
- Riverside Park2 ac · Directions
- Sasco River-Kirik Open Space1 ac
- Goose Island1 ac
- Jesup Green1 ac · Directions
- Machamux Park1 ac · Directions
- St. John/Myrtle Avenue Park1 ac · Directions
- Luciano Park1 ac · Directions
- Pasacreta Park1 ac · Directions
- Canal Green1 ac · Directions
- Newtown Turnpike Property1 ac
Who protects the land
917 conserved acres
Who manages it, from PAD-US. Approximate, because parcels can overlap.
Conserved doesn't always mean open to visitors. Public access isn't recorded for 69 of 82 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 lanes7.7 mi
Courts & fields
- Tennis51
- Equestrian12
- Baseball11
- Basketball7
- Pickleball4
- Soccer4
- Softball2
Counts include school and college facilities, which aren't always open to the public.
Next door
Westport and its neighbors
Towns whose outdoors data has been built so far.
Trail talk
Conditions & tips from neighbors
No recent posts about Westport'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 23.9-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.