Hiking trailheads in Maryland
Every one is rated on our 1 to 5 adrenaline scale. Hiking trailheads usually sit at easy.
22 hiking trailheads · top picks first
Clear filters- Tunnel Hill TrailHiking trailhead · Allegany County
- Paw Paw Tunnel TrailheadHiking trailhead · Allegany County
- Paw Paw TunnelHiking trailhead · Allegany County
- Paw Paw TunnelHiking trailhead · Little Orleans
- Fair Hill NRMA Parking Lot #3Hiking trailhead · Cecil County
- Fair Hill NRMA Parking Lot #5Hiking trailhead · Elkton
- Fair Hill NRMA Parking Lot #1Hiking trailhead · Cecil County
- Fair Hill NRMA Parking Lot #2Hiking trailhead · Cecil County
- Fair Hill NRMA Parking Lot #4Hiking trailhead · Elkton
- Margraff Plantation TrailsHiking trailhead · Accident
- Trail from Clark Rd, Havre de Grace to Swan Harbor Farm ParkHiking trailhead · Havre de Grace
- Main Trail HeadHiking trailhead · Pylesville
- Orange Grove Area TrailheadHiking trailhead · Hanover
- Capital Crescent TrailHiking trailhead · Bethesda
- North Stream Valley Branch ParkHiking trailhead · Olney
- Bannockburn Stream Valley Trail HeadHiking trailhead · Glen Echo
- Schaeffer Farms TrailheadHiking trailhead · Darnestown
- Track EntranceHiking trailhead · Great Mills
- Appalachian Trail - WevertonHiking trailhead · Knoxville
- C&O Canal - WevertonHiking trailhead · Knoxville
- Foster Estate TrailheadHiking trailhead · Worcester County
- Milburn Landing TrailheadHiking trailhead · Girdletree
Nothing matches those filters yet. Try fewer filters or a different adrenaline level.
Browse Maryland by type
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The adrenaline scale
- 1 · Chill Sit back, stroll, take it in.
- 2 · Easy Light, playful, good for all ages.
- 3 · Active Get moving and break a sweat.
- 4 · Thrill Heart-pumping. Some nerve required.
- 5 · Extreme Maximum rush. Not for the faint-hearted.
Ratings are our editorial estimate for each type of activity, not a measurement. Place data last refreshed Nov 13, 2026. How this works