Massachusetts trails · Viewpoint hikes

Viewpoint hikes in Massachusetts

506 trails in Massachusetts reach a named viewpoint. Ranked by our data-richness score; every link opens the full stats or the live map.

Trail	Length	Gain	Reaches
Appalachian National Scenic Trail	117.6 mi	2,600 ft	Mount Race, Saddle Ball Mountain
New England National Scenic Trail	72.5 mi	1,407 ft	Mayo Hill, Mount Norwottock
Bay Circuit Trail	53.7 mi	417 ft	Pierce Hill, Noon Hill
Skyline Trail	4.4 mi	415 ft	Nahanton Hill, Buck Hill
Appalachian Trail/Long Trail	11.4 mi	2,754 ft	Mount Williams, Mount Fitch
Province Lands Bike Trail	7.8 mi	70 ft	Clapps Round Pond, Ocean View Hill
Mahican Mohawk Trail	16.2 mi	1,854 ft	Clark Mountain, Spruce Hill
Midstate Trail	9.3 mi	743 ft	Nutting Hill, Mount Hunger
Falmouth Shining Sea Trail	10.5 mi	59 ft	Quissett Beach, Fresh Pond
Rock Circuit Trail	3.7 mi	144 ft	Black Rock, Boojum Rock
Appalachian Trail	6.8 mi	1,144 ft	North Mountain, The Cobbles
Ward Reservation	9.5 mi	162 ft	Holt Hill, Boston Hill
Shining Sea Bikeway	7.0 mi	46 ft	Fresh Pond, Quahog Pond
Assabet River Rail Trail	12.2 mi	293 ft	Fort Pond Brook Reservoir, Millpond
South Taconic Trail	3.5 mi	1,162 ft	Bash Bish Mountain, Alander Mountain
Peaked Mountain	2.8 mi	419 ft	Peaked Mountain, View West
Fort Hill Trail	1.1 mi	39 ft	Skiff Hill, Fort Hill
Simon's Rock Interpretive Trail	0.4 mi	88 ft	SRIT Back to Civilization?, Simon's Rock
Fort Hill Walk	0.2 mi	16 ft	Skiff Hill, Fort Hill
Fort Hill Path	0.1 mi	31 ft	Skiff Hill, Fort Hill
Monatiquot River Trail and Boardwalk	0.3 mi	16 ft	Hollingsworth Pond, Ames Pond
Sudbury Aqueduct Path	0.2 mi	9 ft	Hemlock Gorge, Charles River Reservoir
Cape Cod Rail Trail	9.7 mi	52 ft	Depot Pond, Jemima Pond
Mount Frissell Trail	1.8 mi	612 ft	Round Mountain, Mount Frissell
Monument Mountain	1.3 mi	684 ft	Peeskawso Peak, Monument Mountain
Coggshall Park	3.3 mi	126 ft	Pine Hill, Mirror Lake
Cape Cod Canal Bike Paths	6.7 mi	54 ft	Foundry Pond, Bourne Pond
Money Brook Trail	2.9 mi	915 ft	Money Brook Falls, The Hopper
Brookside Trail	0.2 mi	42 ft	Duck Pond, Mill Pond
Taconic Crest Trail	6.3 mi	1,259 ft	Berry Hill
Ragged Mountain Trail	0.2 mi	56 ft	Ragged Mountain, The Bellows Pipe
Toboggan Run	0.1 mi	34 ft	Duck Pond, Mill Pond
Skiff Hill	0.1 mi	31 ft	Skiff Hill, Skiff Hill
Plympton Path	0.1 mi	20 ft	Duck Pond, Mill Pond
Fresh Pond Path	0.4 mi	11 ft	Fresh Pond, CCC Overlook #2
Tully Trail	2.8 mi	492 ft	Spirit Falls, Long Pond Overlook
Metacomet - Monadnock Trail	0.7 mi	251 ft	Goat Peak, Goat Peak
Menemsha Hills	2.1 mi	197 ft	Menemsha Hills Reservation Beach, Great Sand Bank
Bob'S Way	2.0 mi	224 ft	Royal Pond, Dave's Bench
West mountain trail	1.4 mi	628 ft	West Mountain, view east
Winterberry Way	1.5 mi	37 ft	Vose Pond, Puffer Pond
Stony Ledge Ski Trail	1.7 mi	1,363 ft	Stony Ledge
Border-To-Boston	25.2 mi	162 ft	Parker River Reservoir
Race Brook Trail	1.6 mi	557 ft	Race Brook Falls
Metacomet-Monadnock	0.1 mi	54 ft	Snake Pond, Overlook
Red Trail	1.7 mi	128 ft	King Phillip's Overlook, Rocky Narrows Overlook
Metacomet - Monadnock And Robert Frost Trails	0.0 mi	12 ft	Mount Norwottock, Horse Caves
Mahanna Cobble Trail	0.8 mi	484 ft	Mahanna Cobble, stone bench vista
Skyline	1.1 mi	200 ft	Perry Peak, Richmond's Overlook
Warner Trail	1.2 mi	143 ft	High Rock, Sunset Ledge
Pamet Cranberry Bog Trail	1.2 mi	84 ft	Bearberry Hill (West Summit), Bearberry Hill (East Summit)
Prouty Woods Community Forest	1.0 mi	79 ft	Wilderness Hill, Long Pond
Boulder Brook Reservation Trail	0.9 mi	111 ft	Rocky Ledge, Rocky Ledges Overlook
Danforth Loop	1.1 mi	206 ft	Phillips Hill, Danforth Falls
Overlook Trail	1.2 mi	140 ft	Weetamoo Cliff, Overlook
Pond Loop	2.5 mi	57 ft	Waiting Hill, North Hill Pond
Peeskawso Peak Trail (red)	0.4 mi	419 ft	Peeskawso Peak, Devil’s Pulpit overlook
Bash Bish Falls Trail	0.7 mi	233 ft	Bash Bish Falls, Bash Bish Falls Viewpoint
Pine Hill Trail	0.3 mi	476 ft	Wachusett Mountain, Pine Hill
Oak Hill	3.1 mi	172 ft	Lookout Rock