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Winter Park FL Downtown HD01Photo: Ebyabe · CC BY-SA 3.0
BOutdoors
Outdoors in Winter Park

Winter Park has 224 acres of parks, 7.4 for every 1,000 residents

The biggest trail networks: Central Park (0.5 mi). 89% of residents live within a half mile of a park. 4.2 miles of mapped trail cross Winter Park, 0.5 per square mile of land.

Ahead of 59% of U.S. towns · #248 of 638 in Florida. What drives it

Conserved land
3%
186 acres · of 8.8 sq mi of land
Trails
4.2 mi
0.5 per sq mi of land
Park land
224 ac
7.4 acres per 1,000 residents
Near a park
89%
of residents within ½ mile
Bike routes
12 mi
5.6 mi lanes · 4.2 mi paths
Lakes & rivers
23
1 beach · 3 boat launches

What kind of outdoors town is Winter Park?

Read from the map. The page puts what stands out first.

Outdoors grade

How much outdoors does Winter Park have?

On conserved land, trails, park land and how close residents live to a park, Winter Park is ahead of 59% of U.S. towns, #248 of 638 in Florida. The share of residents near a park holds the grade up; park acres per resident pull it down.

B
OutdoorsA character grade: shown, never part of Winter Park’s overall grade.
All U.S. towns we grade (21,298)Ahead of 59%
LessMore
Florida towns of 2,500+ (638)Ahead of 61%

Water is 16% of Winter Park’s area (2 of 10 square miles), so every share here is of land; over land and water together, the conserved share would read 3%.

How sure. Graded on any three of the four inputs instead, the letter would range from B− to B+. Trails and many small parks come from OpenStreetMap, mapped by volunteers, so coverage varies from town to town; the half mile is a straight line from each census block, so a river or highway in the way isn’t counted against it.

PAD-US, OpenStreetMap (© OpenStreetMap contributors), Census 2025 Gazetteer and 2020 blocks; details in Sources below. How TownRatings grades the outdoors →

The map

Conserved land, trails & bike routes

Tap a number to zoom to a park. Tap a layer to hide it.

1234
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 Central Park, with 0.5 miles. Directions go to the nearest trailhead or public parking.

Central Park

Managed by City of Winter Park
9 acres0.5 mi of trail
Dog rules not recorded
Directionsto the parking lot

HBR Park

Park
4 acres0.4 mi of trail
Pedestrian Path around HBR
Dog rules not recorded
Directionsto the parking lot

Ward Park

Managed by City of Winter Park
66 acres0.3 mi of trail
Dog rules not recorded
No trailhead mapped yet

Winter Pines Golf Course

Park
134 acres
Dog rules not recorded
No trailhead mapped yetWebsite ↗
All 18 parks & preserves
Central Park9 acres · 0.5 mi of trail · City of Winter Park
Directions
HBR Park4 acres · 0.4 mi of trail
Directions
Ward Park66 acres · 0.3 mi of trail · City of Winter Park
Martin Luther King, Jr. Park22 acres · 0.1 mi of trail · City of Winter Park
Directions
Winter Pines Golf Course134 acres
Lake Baldwin Park23 acres · City of Orlando
Directions
Howell Branch Preserve15 acres · City of Winter Park
Directions
Azalea Lane Recreation Center6 acres · City of Winter Park
Phelps Park5 acres · City of Winter Park
Cady Way Trail3 acres
Lake Knowles Park2 acres
Dinky Dock Park2 acres · City of Winter Park
Directions
Lake Wilbar Park1 acres
Lake Midget Park1 acres
Frederick Detmar Trismen Park1 acres · City of Winter Park
Shady Park1 acres · City of Winter Park
Orwin Manor Park1 acres · Winter Park
Hooper Park1 acres · Winter Park
Who protects it

186 conserved acres

3% of Winter Park’s land. Water is left out: Winter Park has 8.8 square miles of land and 1.6 of water, so the share counts land only. Who manages Winter Park’s conserved land, from the USGS Protected Areas Database. Approximate, because parcels can overlap.

Town or city186 ac
Local Park · 138 acLocal Conservation Area · 48 ac
The biggest protected parcels
Parcel (PAD-US)Managed byAcresPublic access
Cady Way Park
Local Park
Town or city65Open
Mead Garden
Local Conservation Area
Town or city48Open
Lake Island Park
Local Park
Town or city28Open
Lake Baldwin Park
Local Park
Town or city19Open
Winter Park
Local Park
Town or city11Open
Azalea Lane Recreation Center
Local Park
Town or city7Open
Phelps Park
Local Park
Town or city5Open
Dinky Dock Park
Local Park
Town or city2Open
Shady Park
Local Park
Town or city1Open
Things to do

17 places to go in Winter Park

Beaches, playgrounds, peaks, falls and more. Pick a kind.

Public pools in Winter Park
Alfond Swimming Pool
Directions
Seymour Pool
Directions
Sutton Pool
Directions
Trails & water

1 named trail and 23 lakes & rivers

Biking & sports

12 miles of bike routes

Bike lanes are often missing from the map in smaller towns, so that number is likely low.

5.6 mi
painted or protected bike lanes
4.2 mi
off-road bike paths
1.7 mi
shoulders & shared lanes
Courts & fields
69Tennis
12Pickleball
11Baseball
9Basketball
7Soccer
2Football
2Beach volleyball
1Softball

Includes school and college facilities, which aren’t always open to the public.

History along the way

12 places on the National Register

The country’s official list of places worth saving (National Park Service).

History →
Edward Hill Brewer HouseBuilding · listed 1982
About it
Comstock-Harris HouseBuilding · listed 1983
About it
Woman's Club of Winter ParkBuilding · listed 1995
About it
Knowles Memorial ChapelBuilding · listed 1997
About it
Russell, Annie, TheatreBuilding · listed 1998
About it
Winter Park Country Club and Golf CourseSite · listed 1999
About it
All Saints Episcopal ChurchBuilding · listed 2000
About it
Albin Polasek House and StudioBuilding · listed 2000
About it
Robert Bruce Barbour HouseBuilding · listed 2008
About it
Downtown Winter Park Historic DistrictDistrict · listed 2011
About it
Interlachen Avenue Historic DistrictDistrict · listed 2011
About it
Gary-Morgan HouseBuilding · listed 2015
About it
When to get out

April is the best month for walking in Winter Park

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.

JanFebMarAprMayJunJulAugSepOctNovDec
Daylight (h)10.511.111.912.813.614.013.813.212.311.410.710.3
High (°F)717478838891929289847873
Rain (in)2.72.23.22.63.68.37.27.66.33.41.82.3

November is the driest month (1.8 in) and July the warmest (highs of 92 °F). 8.3 inches fall in June, the wettest month. Summer highs reach 92 °F, too hot for the outline. The climate in Winter Park →

Next door

Winter Park and its neighbors

Winter Park has the second most mapped trails of the 3 towns around it. Tap a town to see its outdoors.

TownConserved
of land
Trail mi
per sq mi
Park acres
per 1,000
Near a park
½ mile
Outdoors
Winter Park3%0.5789%B
Maitland1%0.2476%C
Orlando6%0.41188%B+

The four inputs of the Outdoors grade, from the engine; shares are of land, not water.

Questions about parks and trails in Winter Park

Where can I hike in Winter Park?

The longest trail networks: Central Park, 0.5 miles; HBR Park, 0.4 miles; Ward Park, 0.3 miles. Each one is on the map above, with directions to the nearest trailhead or parking.

How much of Winter Park is conserved land?

3% of its land, against a typical 3% for a Florida town and 4% nationally (PAD-US). Conserved doesn’t always mean open to visitors: easements are usually private land.

Are dogs allowed on Winter Park’s trails?

Central Park and HBR Park don’t have dog rules recorded on the map; check the signs at the trailhead.

Where can I bike in Winter Park?

12 miles of bike routes are on the map: 5.6 of painted or protected lanes, 4.2 of off-road paths and 1.7 of shoulders and shared lanes.

Is there public land near Winter Park?

16,147 acres of parks and open public land lie inside Winter Park or within 10 miles of it (PAD-US), 224 of them inside the city line.

How much outdoors does Winter Park have?

Ahead of 59% of U.S. towns on the Outdoors grade, #248 of 638 in Florida. The grade combines the share of land that is conserved, miles of mapped trail per square mile of land, park acres per 1,000 residents and the share of residents within a half mile of a park. It’s a character grade, so it isn’t part of the overall grade. How it works.

Trail talk

Conditions, parking and favorite walks from Winter Park neighbors.

Town Square →
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 →