The Best Day Hike You Can Take With Your Dog In Massachusetts

Hopper/Mt. Prospect/Money Brook Trails
Mount Greylock Reservation • Lanesborough

In 1844 Ralph Waldo Emerson urged his friend Henry David Thoreau to climb Mount Greylock, a place he described as “a serious mountain.”More than 170 years later the climb up the highest point in southern New England (3,491 feet) is still the must-do major canine hike in the Berkshire Mountains.

At Mount Greylock you can hike longer with your dog (more than 70 miles of trails), higher with your dog (some canine hikes will gain over 2,000 feet in elevation) and see more of New England’s oldest trees (200+ years old) than any place in Massachusetts.

The Hopper is a unique glacial-carved bowl on the western slopes of Mount Greylock. Studded with red spruce, some of it old-growth, the Hopper has been designated a National Natural Landmark. An 11-mile canine loop includes the Hopper Trail, the Mt. Prospect Trail and the Money Brook Trail and tags the summits of Mt. Prospect, Mt. Williams and Greylock. Surrounded on three sides by steep slopes this is honest climbing for your dog with long, steady ascents. Streams course down the slopes to keep this canine hike lubricated.

The first observatory tower was erected on Mt. Greylock in 1831; today’s summit has a 93-foot stone lighthouse. Seaman won’t need the WarMemorial Tower to admire the long, open views. He can gaze out from the rock-studded slopes while you study the bronze model of the mountain to see what how far you have come.

HIKING TIME: 5-6 hours

(from the book 300 Day Hikes To Take With Your Dog Before He Tires You Out: Trails where you won’t be able to wipe the wag off your dog’s tail)


National Parks with Hiking

Cape Cod National Seashore
Dogs are allowed on the beaches in non-nesting areas but not on any of the 11 nature trails

Links to National Forests With Hiking


State Parks With Hiking


Massachusetts State Parks
Dogs are not permitted in Walden Pond State Reservation or Boston Harbor Islands State Park and are restricted at Moore State Park, Plum Island State Reservation (from April 1 until October 1) and Sandy Point State Reservation. 
Otherwise dogs are allowed in Massachusetts state parks except in swimming areas.

Ames Nowell State Park
Bash Bish Falls State Park
Beartown State Forest
Blackstone River and Canal Heritage State Park
Borderland State Park
Bradey Palmer State Park
Callahan State Park
Cape Cod Rail Trail
Chester-Blandford State Forest
Clarksburg State Park
Connecticut River Greenway State Park
D.A.R. State Forest
Demarest Lloyd State Park
Dighton Rock State Park
Douglas State Forest
Dubuque, Kenneth Memorial State Forest
Dunn Pond State Park
Ellisville Harbor State Park
Erving State Forest
F. Gilbert Hills State Forest
Fort Phoenix State Reservation
Freetown-Fall River State Forest
Georgetown-Rowley State Forest
Granville State Forest
Great Brook Farm State Park
Harold Parker State Forest
Holyoke Range State Park
Hopkinton State Park
Lake Dennison Recreation Area
 Lawrence Heritage State Park
 Leominster State Forest
 Lowell Heritage State Park
Lowell-Dracut-Tyngsboro State Forest
Manuel F. Correllus State Forest
Massasoit State Park
Maudslay State Park
 Mohawk Trail State Forest
Monroe State Forest
Moore State Park
 Mt. Everett State Reservation
 Mt. Grace State Forest
Mt. Greylock State Reservation
 Mt. Sugarloaf State Reservation
Mt. Tom State Reservation
Mt. Washington State Forest
Myles Standish State Forest
 Natural Bridge State Park
October Mountain State Forest
Otter River State Forest
 Pearl Hill State Park
Pittsfield State Forest
Purgatory Chasm State Reservation
Robinson State Park
 Rutland State Park
Sandisfield State Forest
 Savoy Mountain State Forest
Shawme-Crowell State Forest
 Skinner State Park
South Cape Beach State Park
Spencer State Forest
Tolland State Forest
Upton State Forest
 Wachusett Mountain State Reservation
Wahconah Falls State Park
Waquoit Bay National Estuarine Research Reserve
Wells State Park
Wendell State Forest
Willard Brook State Forest
Willowdale State Forest
Windsor State Forest
Wompatuck State Park


Hiking With Your Dog Massachusetts