Outdoors · Winchester

Winchester, VA parks, trails & bike paths

About 9.9% of Winchester is conserved land, roughly 581 acres. There are about 7.8 miles of mapped trails, and the biggest networks are in Kernstown Battlefield Park (1.7 mi).

Conserved land, trails, parks and bike routes in Winchester, measured from OpenStreetMap and USGS data.

At a glance

Winchester outdoors

Conserved land
9.9%
581 of 5,867 acres
Trails
7.8 mi
0.8 mi per sq mi · 6 on conserved land
Parks & preserves
11
21 conserved acres per 1,000 residents
Bike routes
4.5 mi
0.0 mi lanes · 4.5 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

1234
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.
1

Kernstown Battlefield Park

Park
54 acres1.7 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
2

Jim Barnett Park

Park
166 acres0.3 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
3

Frederick Douglass Park

Park
5 acres0.3 mi of trail
Dog rules not recorded
No trailhead mapped yet
4

Friendship Park

Park
7 acres
Dog rules not recorded
No trailhead mapped yet
All 11 parks & preserves
Showing 1–10 of 11 parks & preserves
Kernstown Battlefield Park54 acres · 1.7 mi of trail
Jim Barnett Park166 acres · 0.3 mi of trail
Frederick Douglass Park5 acres · 0.3 mi of trail
Overlook5 acres · 0.2 mi of trail
Friendship Park7 acres
Whittier Park6 acres
Park Place5 acres · Winchester Parks and Rec Department
Harvest Ridge Park2 acres · Winchester Parks and Rec Department
Rolling Hills Green Space2 acres · Winchester Parks and Rec Department
Timbrook Park1 acres
Things to do

Beaches, playgrounds, falls & more

Pick a kind of place for the list, directions, or pins on the map above.
Playgrounds in Winchester
Showing 1–10 of 24 playgrounds
Daniel Morgan Intermediate School Playground
Directions
Unnamed playground
Directions
Unnamed playground
Directions
Unnamed playground
Directions
Unnamed playground in Park Place
Directions
Unnamed playground
Directions
Unnamed playground
Directions
Unnamed playground
Directions
Unnamed playground
Directions
Unnamed playground
Directions
Trails

Named trails

Unpaved 6.3 mi
  • Sycamore Trail0.6 mi
  • Meadow Trail0.4 mi
  • Pasture Trail0.3 mi
  • Shawnee Springs Trail0.3 mi
  • Forest Loop Trail0.3 mi
  • Ridge Trail0.3 mi
  • Valley Trail0.2 mi
Water

Lakes & rivers

Tap a name for directions.

Who protects the land

581 conserved acres

Who manages it, from PAD-US. Approximate, because parcels can overlap.
Land trusts & nonprofits
326 ac
Town or city
252 ac
Other state land
115 ac
Not recorded
464 ac

Conserved doesn't always mean open to visitors. 2 acres are conservation easements, which are usually private land. 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 paths4.5 mi
  • Shoulders & shared lanes0.0 mi

Courts & fields

  • Tennis12
  • Soccer12
  • Basketball10
  • Baseball8
  • Pickleball6
  • Football3
  • Skate park1

Counts include school and college facilities, which aren't always open to the public.

Public lands

The biggest protected places in Winchester

From USGS PAD-US: who manages each one and whether visitors are welcome.
Private Conservation 538 acLocal Park 505 acOther Easement 114 acConservation Easement 1 ac
Showing 1–10 of 15 places
PlaceManaged byAcresPublic access
Glen BurniePrivate ConservationNot recorded424Closed
Jim Barnett ParkLocal ParkTown or city334Open
KBA HoldingPrivate ConservationLand trusts & nonprofits114Restricted
Abrams Creek Wetland PreserveLocal ParkNot recorded50Open
Shawnee Springs PreserveLocal ParkNot recorded21Open
Friendship ParkLocal ParkTown or city21Open
Frederick Douglass ParkLocal ParkNot recorded18Open
Whittier ParkLocal ParkNot recorded13Open
Weaver ParkLocal ParkTown or city13Open
Park PlaceLocal ParkTown or city10Open
History

Historic places to visit

Showing 1–10 of 14 places
Glen BurnieBuilding
Judge John Handley MemorialMemorial
Old Town SpringBuilding
POW-MIA MemorialIn Jim Barnett Park · Memorial
Patsy Cline HouseBuilding
Pritchard HouseIn Kernstown Battlefield Park · Building
Timbrook ParkIn Timbrook Park · Plaque
Tomb of Lord FairfaxTomb
Winchester Historic DistrictDistrict
Mount Hebron CemeteryCemetery
Trail talk

Conditions & tips from neighbors

No recent posts about Winchester'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.

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