Hiking trails near Portland, ME
202 trails within 75 miles · 5 with detail pages · 23 within 25 miles
This page lists every named hiking trail in our database whose centroid sits within 75 miles of Portland. Distance is straight-line from the metro center to the trail's centroid; an actual drive to a trailhead may be longer or shorter depending on which end you start from. Multi-state trails (e.g. the Appalachian Trail) appear here if any portion of their length passes within range.
Always check trail conditions, permits, and water sources with the maintaining organisation — National Park Service, U.S. Forest Service ranger district, or trail association. Mountain trails are often impassable for half the year due to snow.
Closest trails to Portland
All trails within 75 miles, by distance
Within 25 miles of Portland
| Trail | Length | Network | From metro | Drive |
|---|---|---|---|---|
| Canco Woods | — | Local | 2 mi | ~5 min |
| Startbird | — | 3 mi | ~5 min | |
| Oxford Cumberland Canal Trail | — | 3 mi | ~5 min | |
| Rail Road Loop | — | 3 mi | ~5 min | |
| Forest City Trail | — | 3 mi | ~5 min | |
| Stroudwater Trail | — | 4 mi | ~5 min | |
| Presumpscot River Trails | — | Local | 4 mi | ~10 min |
| Portland Public Trails | — | Regional | 4 mi | ~10 min |
| Cross Town Trail | — | Local | 6 mi | ~10 min |
| Mill Brook Preserve Trail | — | 7 mi | ~10 min | |
| Old Millbrook Trail System | — | Local | 8 mi | ~15 min |
| Sebago to the Sea Trail | — | Regional | 8 mi | ~15 min |
| Cross Falmouth Trail | — | local | 8 mi | ~15 min |
| Cliff Walk | — | 9 mi | ~15 min | |
| East Coast Greenway | — | Local | 11 mi | ~20 min |
| Short Loop | — | 12 mi | ~20 min | |
| Plymouth Trail/Future Atlantic Circuit Trail | — | Local | 14 mi | ~25 min |
| Lynx Trail | — | 17 mi | ~30 min | |
| Lake Loop Trail | — | Local | 19 mi | ~35 min |
| North Loop Trail | — | Local | 19 mi | ~35 min |
| Kennebunkport Cross-town Trail | — | Local | 20 mi | ~35 min |
| Violet Link | — | Local | 24 mi | ~40 min |
| Mausam River Outlook Access Trail | — | Local | 25 mi | ~45 min |
25-50 miles
| Trail | Length | Network | From metro | Drive |
|---|---|---|---|---|
| Heath Round Loop Trail | — | Local | 25 mi | ~45 min |
| Public Foot Path | — | Local | 33 mi | ~55 min |
| Loop Trail | — | Local | 34 mi | ~60 min |
| Notch Trail | — | Local | 36 mi | ~1.0 hr |
| River Link | — | Local | 40 mi | ~1.1 hr |
| West Branch Trail | — | Local | 47 mi | ~1.4 hr |
| Pine Barrens Trail | — | Local | 48 mi | ~1.4 hr |
| Ossipee Pine Barrens Accessible Trail | — | Local | 48 mi | ~1.4 hr |
50-75 miles
| Trail | Length | Network | From metro | Drive |
|---|---|---|---|---|
| Weeks Brook Trail | — | 50 mi | ~1.5 hr | |
| Black Snout Trail | — | Local | 51 mi | ~1.5 hr |
| Kearsarge North Trail | — | Local | 52 mi | ~1.5 hr |
| Running Track | — | 52 mi | ~1.5 hr | |
| Bartlett Mountain Trail | — | 52 mi | ~1.5 hr | |
| High Ridge Trail | 5 mi | Local | 52 mi | ~1.5 hr |
| Moat Mountain Trail | — | Local | 53 mi | ~1.5 hr |
| Red Ridge Link | — | Local | 53 mi | ~1.5 hr |
| Red Ridge Trail | — | Local | 54 mi | ~1.6 hr |
| Boulder Loop Trail | — | Local | 54 mi | ~1.6 hr |
| Attitash Trail | — | Local | 56 mi | ~1.6 hr |
| Lovequist Loop | — | Local | 56 mi | ~1.6 hr |
| Thompson Sanctuary Wilderness Trail | — | Local | 57 mi | ~1.7 hr |
| Thompson Sanctuary Wilderness Trail Connector | — | Local | 58 mi | ~1.7 hr |
| Mount Stanton Trail | — | Local | 58 mi | ~1.7 hr |
| Wonalacent Range Trail | — | Local | 58 mi | ~1.7 hr |
| Cave Mountain Path | — | Local | 59 mi | ~1.7 hr |
| Mount Langdon Trail | — | Local | 60 mi | ~1.7 hr |
| Brunel Trail | — | Local | 61 mi | ~1.8 hr |
| Church Pond Trail | — | Local | 61 mi | ~1.8 hr |
| Mount Tremont Trail | — | Local | 61 mi | ~1.8 hr |
| Wildcat River Trail | — | Local | 61 mi | ~1.8 hr |
| Sabbaday Falls Trail | — | 61 mi | ~1.8 hr | |
| Flat Mountain Pond Trail | — | Local | 61 mi | ~1.8 hr |
| Sawyer Pond Trail | — | Local | 61 mi | ~1.8 hr |
| Rocky Branch Trail | — | Local | 62 mi | ~1.8 hr |
| Mount Parker Trail | — | Local | 62 mi | ~1.8 hr |
| Sabbaday Brook Trail | — | Local | 62 mi | ~1.8 hr |
| Stairs Col Trail | — | Local | 62 mi | ~1.8 hr |
| Carter Dome Trail | — | Local | 63 mi | ~1.8 hr |
| Whistle Stop Trail | — | Local | 63 mi | ~1.8 hr |
| Round Top Trail | — | Regional | 63 mi | ~1.8 hr |
| Wildcat Ridge Trail | — | Local | 63 mi | ~1.8 hr |
| Sawyer River Trail | — | Local | 64 mi | ~1.8 hr |
| Nineteen Mile Brook | — | Local | 64 mi | ~1.8 hr |
| Glen Ellis Falls Trail | — | Local | 64 mi | ~1.8 hr |
| Isolation Trail | — | Local | 64 mi | ~1.9 hr |
| The Mountain Trail | — | Local | 64 mi | ~1.9 hr |
| North Carter Trail | — | Local | 64 mi | ~1.9 hr |
| Lost Pond Trail | — | Local | 64 mi | ~1.9 hr |
| The Direttissima | — | Local | 64 mi | ~1.9 hr |
| Square Ledge Trail | — | Local | 64 mi | ~1.9 hr |
| Sanders Hill Trail | — | Regional | 65 mi | ~1.9 hr |
| Davis Path | — | Local | 65 mi | ~1.9 hr |
| Glen Boulder Trail | — | Local | 65 mi | ~1.9 hr |
| Signal Ridge Trail | — | Local | 65 mi | ~1.9 hr |
| Frankenstein Cutoff | — | Local | 65 mi | ~1.9 hr |
| Bemis Brook Trail | — | Local | 65 mi | ~1.9 hr |
| Nancy Pond Trail | — | Local | 65 mi | ~1.9 hr |
| Old Jackson Road | — | 65 mi | ~1.9 hr | |
| Imp Trail | — | Local | 65 mi | ~1.9 hr |
| Frankenstein Cliff Trail | — | Local | 65 mi | ~1.9 hr |
| French's Mountain Trail | — | Local | 65 mi | ~1.9 hr |
| Arethusa Falls Trail | — | Local | 65 mi | ~1.9 hr |
| Falcon Cliff Trail | — | Local | 65 mi | ~1.9 hr |
| Boott Spur Trail | — | Local | 65 mi | ~1.9 hr |
| Raymond Path | — | Local | 66 mi | ~1.9 hr |
| Boott Spur Link Trail | — | Local | 66 mi | ~1.9 hr |
| Tuckerman Ravine Trail | — | Local | 66 mi | ~1.9 hr |
| Dry River Trail | — | Local | 66 mi | ~1.9 hr |
| Arethusa Falls Spur Trail | — | Local | 66 mi | ~1.9 hr |
| Arethusa-Ripley Falls Trail | — | Local | 66 mi | ~1.9 hr |
| Saco River Trail | — | Local | 66 mi | ~1.9 hr |
| Great Gulf Trail Link | — | Local | 66 mi | ~1.9 hr |
| Hungtington Ravine Trail | — | Local | 66 mi | ~1.9 hr |
| Lion Head Trail | — | Local | 66 mi | ~1.9 hr |
| Nelson Crag Trail | — | Local | 66 mi | ~1.9 hr |
| Carrigain Notch Trail | — | Local | 66 mi | ~1.9 hr |
| Mount Phillip Trail | — | Local | 66 mi | ~1.9 hr |
| Mount Clinton Trail | — | Local | 66 mi | ~1.9 hr |
| Hancock Notch Trail | — | Local | 66 mi | ~1.9 hr |
| Great Gulf Trail | — | Local | 67 mi | ~1.9 hr |
| Mount Eisenhower Trail | — | Local | 67 mi | ~1.9 hr |
| Alpine Garden Trail | — | Local | 67 mi | ~1.9 hr |
| Dry River Cutoff | — | Local | 67 mi | ~1.9 hr |
| Osgood Cutoff | — | Local | 67 mi | ~1.9 hr |
| Desolation Trail | — | Local | 67 mi | ~1.9 hr |
| Webster Cliff Trail | — | Local | 67 mi | ~1.9 hr |
| Sam Willey Trail | — | Local | 67 mi | ~1.9 hr |
| Mount Monroe Loop | — | Local | 67 mi | ~1.9 hr |
| Trinity Heights Connector | — | Local | 67 mi | ~1.9 hr |
| Daniel Webster Trail | — | Local | 67 mi | ~1.9 hr |
| Kedron Flume Trail | — | Local | 67 mi | ~1.9 hr |
| Westside Trail | — | Local | 67 mi | ~1.9 hr |
| Wamsutta Trail | — | Local | 67 mi | ~1.9 hr |
| Chandler Brook Trail | — | Local | 67 mi | ~1.9 hr |
| Mount Eisenhower Loop | — | Local | 68 mi | ~2.0 hr |
| Mizpah Cutoff | — | Local | 68 mi | ~2.0 hr |
| Gulfside Trail | — | Local | 68 mi | ~2.0 hr |
| Ammonoosuc Ravine Trail | — | Local | 68 mi | ~2.0 hr |
| Webster-Jackson Trail | — | Local | 68 mi | ~2.0 hr |
| Crawford Path | — | Local | 68 mi | ~2.0 hr |
| Mount Clay Loop | — | Local | 68 mi | ~2.0 hr |
| Hancock Loop Trail | — | Local | 68 mi | ~2.0 hr |
| Sphinx Trail | — | Local | 68 mi | ~2.0 hr |
| Parapet Trail | — | Local | 68 mi | ~2.0 hr |
| Buttress Trail | — | Local | 68 mi | ~2.0 hr |
| Six Husbands Trail | — | Local | 68 mi | ~2.0 hr |
| Edmands Path | — | Local | 69 mi | ~2.0 hr |
| Jewell Trail | — | Local | 69 mi | ~2.0 hr |
| Star Lake Trail | — | Local | 69 mi | ~2.0 hr |
| Shoal Pond Trail | — | Local | 69 mi | ~2.0 hr |
| Willey Range Trail | — | Local | 69 mi | ~2.0 hr |
| Edmands Col Cutoff | — | Local | 69 mi | ~2.0 hr |
| Airline Cutoff | — | Local | 69 mi | ~2.0 hr |
| Pine Link | — | Local | 69 mi | ~2.0 hr |
| Mount Jefferson Loop | — | Local | 69 mi | ~2.0 hr |
| Ethan Pond Trail | — | Local | 69 mi | ~2.0 hr |
| The Cornice | — | Local | 69 mi | ~2.0 hr |
| Mount Willard Trail | — | Local | 69 mi | ~2.0 hr |
| Upper Bruin | — | Local | 69 mi | ~2.0 hr |
| Great Gully Trail | — | Local | 69 mi | ~2.0 hr |
| Watson Path | — | Local | 69 mi | ~2.0 hr |
| Crawford Path Connector | — | Local | 69 mi | ~2.0 hr |
| Howker Ridge Trail | — | Local | 69 mi | ~2.0 hr |
| Chemin des Dames | — | Local | 69 mi | ~2.0 hr |
| Avalon Trail | — | Local | 69 mi | ~2.0 hr |
| Caps Ridge Trail | — | Local | 70 mi | ~2.0 hr |
| Lower Bruin | — | Local | 70 mi | ~2.0 hr |
| Wilderness Trail | — | Local | 70 mi | ~2.0 hr |
| Cedar Brook Trail | — | Local | 70 mi | ~2.0 hr |
| Gray Knob Trail | — | Local | 70 mi | ~2.0 hr |
| Spur Trail | — | Local | 70 mi | ~2.0 hr |
| Scar Trail | — | Local | 70 mi | ~2.0 hr |
| Grafton Loop Trail | — | 70 mi | ~2.0 hr | |
| Kelton Trail | — | Local | 70 mi | ~2.0 hr |
| Perch Path | — | Local | 70 mi | ~2.0 hr |
| Randolph Path | — | Local | 70 mi | ~2.0 hr |
| Airline Trail | — | Local | 70 mi | ~2.0 hr |
| Emerald Trail | — | Local | 70 mi | ~2.0 hr |
| Thoreau Falls Trail | — | Local | 70 mi | ~2.0 hr |
| The Brookside | — | Local | 70 mi | ~2.0 hr |
| Valley Way | — | Local | 70 mi | ~2.0 hr |
| King Ravine Trail | — | Local | 70 mi | ~2.0 hr |
| Hincks Trail | — | Local | 70 mi | ~2.0 hr |
| Inlook Trail | — | Local | 70 mi | ~2.0 hr |
| Short Line Trail | — | Local | 70 mi | ~2.0 hr |
| Castle Ravine Trail | — | Local | 70 mi | ~2.0 hr |
| Israel Ridge Path | — | Local | 70 mi | ~2.0 hr |
| Mount Tom Spur | — | Local | 70 mi | ~2.0 hr |
| The Link | — | Local | 70 mi | ~2.0 hr |
| Lowe's Path | — | Local | 71 mi | ~2.0 hr |
| Cabin-Cascades Trail | — | Local | 71 mi | ~2.0 hr |
| Log Cabin Cutoff | — | Local | 71 mi | ~2.0 hr |
| Amphibrach | — | Local | 71 mi | ~2.0 hr |
| Sylvan Way | — | Local | 71 mi | ~2.0 hr |
| Cliffway | — | Local | 71 mi | ~2.0 hr |
| Monaway | — | Local | 71 mi | ~2.0 hr |
| Castle Trail | — | Local | 71 mi | ~2.0 hr |
| A-Z Trail | — | Local | 71 mi | ~2.0 hr |
| Beechwood Way | — | Local | 71 mi | ~2.0 hr |
| Ladderback Trail | — | Local | 71 mi | ~2.0 hr |
| Zeacliff Trail | — | Local | 71 mi | ~2.1 hr |
| Pemi East Side Trail | — | Local | 71 mi | ~2.1 hr |
| Zealand Trail | — | Local | 72 mi | ~2.1 hr |
| Lincoln Woods Trail | — | Local | 72 mi | ~2.1 hr |
| Bondcliff Trail | — | Local | 72 mi | ~2.1 hr |
| Carlton Notch Trail | — | 72 mi | ~2.1 hr | |
| Old Speck Trail | — | Local | 73 mi | ~2.1 hr |
| West Bond Spur | — | Local | 73 mi | ~2.1 hr |
| Crescent Ridge Trail | — | 73 mi | ~2.1 hr | |
| Lend a Hand Trail | — | Local | 73 mi | ~2.1 hr |
| Twinway | — | 73 mi | ~2.1 hr | |
| Hale Brook Trail | — | Local | 73 mi | ~2.1 hr |
| Osseo Trail | — | Local | 74 mi | ~2.1 hr |
| Franconia Brook Trail | — | Local | 74 mi | ~2.1 hr |
| North Twin Spur | — | Local | 74 mi | ~2.2 hr |
| Lincoln Brook Trail | — | Local | 75 mi | ~2.2 hr |
| North Twin Trail | — | Local | 75 mi | ~2.2 hr |
| Frost Trail | — | Local | 75 mi | ~2.2 hr |
| Twin Brook Trail | — | Local | 75 mi | ~2.2 hr |
Beyond 75 miles
Looking for trails further out? Browse the full Maine hiking list or jump to all U.S. hiking trails.