1
Ward Park
Managed by City of Winter Park
66 acres0.6 mi of trail
Dog rules not recorded
No trailhead mapped yet
Outdoors · Winter Park
Winter Park, FL parks, trails & bike paths
About 2.8% of Winter Park is conserved land, roughly 186 acres. There are about 4.4 miles of mapped trails, and the biggest networks are in Ward Park (0.6 mi) and Central Park (0.5 mi).
Conserved land, trails, parks and bike routes in Winter Park, measured from OpenStreetMap and USGS data.
At a glance
Winter Park outdoors
Conserved land
2.8%
186 of 6,633 acres
Trails
4.4 mi
0.4 mi per sq mi · 3 on conserved land
Parks & preserves
18
6 conserved acres per 1,000 residents
Bike routes
11.3 mi
5.6 mi lanes · 4.2 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
Central Park
Managed by City of Winter Park
9 acres0.5 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
3
HBR Park
Park
4 acres0.4 mi of trail
Pedestrian Path around HBR
Dog rules not recorded
DirectionsTo the parking lot
4
Winter Pines Golf Course
Park
134 acres
Dog rules not recorded
No trailhead mapped yet
Website
All 18 parks & preserves
Showing 1–10 of 18 parks & preserves
Ward Park66 acres · 0.6 mi of trail · City of Winter Park
Central Park9 acres · 0.5 mi of trail · City of Winter Park
HBR Park4 acres · 0.4 mi of trail
Martin Luther King, Jr. Park22 acres · 0.1 mi of trail · City of Winter Park
Winter Pines Golf Course134 acres
Lake Baldwin Park23 acres · City of Orlando
Howell Branch Preserve15 acres · City of Winter Park
Azalea Lane Recreation Center6 acres · City of Winter Park
Phelps Park5 acres · City of Winter Park
Cady Way Trail3 acres
Who protects the land
186 conserved acres
Who manages it, from PAD-US. Approximate, because parcels can overlap.
Biking & sports
Bike routes, courts & fields
- Painted or protected bike lanes5.6 mi
- Off-road bike paths4.2 mi
- Shoulders & shared lanes1.4 mi
Courts & fields
- Tennis69
- Pickleball12
- Baseball11
- Basketball9
- Soccer7
- Football2
- Beach volleyball2
Counts include school and college facilities, which aren't always open to the public.
Nearby
Winter Park and its neighbors
Towns whose outdoors data has been built so far.
Trail talk
Conditions & tips from neighbors
No recent posts about Winter Park'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.