Let’s start with the bad news for dog owners - there isn’t much to make tails droop! Your dog won’t be able to share in Henry David Thoreau’s revelatory experience at Walden Pond but other than that the only places that prohibit canine hikers are mainly scattered wildlife refuges and sanctuaries. Look up any list of best hikes in Massachusetts and you won’t find any that don’t allow dogs. Even in America’s third most densely populated state you are never far from a solitary walk with your dogs in a Bay State park of forest. Massachusetts is bigger than only six other states but the fact that it borders four of them makes the Bay State seem bigger. It has an entire mountainous region, room for 143 state parks and some of the most visited ocean beaches in the world. And yet you can drive across the state in just a couple of hours. The Berkshires are as good as destination for dog owners as there is in the country - from Bash Bish Falls to Ice Glen to state highpoint Mount Greylock, all are delights for your dog. Notchview, one of New England’s premier nordic cross-country ski destinations, keeps one trail open to ski with your dog. Massachusetts is far and away the dog-friendliest beach destination for dogs in New England; you can find a beach hike with your dog any time of the year somewhere on Cape Cod. Most of the Cape’s 263,800 acres remain undeveloped, including 60 public beaches on its 559 miles of shoreline. Two of America's most celebrated islands, Nantucket and Martha's Vineyard are notoriously dog-friendly. There is no better quick getaway in America for a city dog than Blue Hills Reservation a half-hour out of Boston. And to think there are fewer dog owners by percentage in Massachusetts than any state.
The Best Day Hike You Can Take With Your Dog In Massachusetts
Great Marsh Hiking Trail
Sandy Neck Beach Park • Barnstable
Your best trail companion can certainly count on sand on this one. Sandy Neck is an appropriately named six-mile barrier island at the foot of Cape Cod Bay. The dune community here reaches back one-half mile to the Great Marshes draining Barnstable Harbor. Two sets of dunes, some as high as 100 feet, run the length of the park and shelter vernal ponds, maritimes forests and vibrant displays of hardy beach grasses.
This is about as far from civilization as your dog can get on Cape Cod - and it comes in a hurry from the trailhead. There is plenty of deep, soft sand on the Great Marsh Hiking Trail but there are also dune areas with grass and scrub pine and even a spot of shade in dense forest.
The views of the wetlands are the star on this trail; Great Marsh is the largest marsh on Cape Cod and you can decide how deeply to immerse your dog in this beautiful salt-sprayed world. You can use crossover trails 1, 2, 4, and 5 to the Sandy Neck beach for a return trip whenever you’ve had your fill of cordgrass and spike grass and blackgrass. Don’t try and find Trail #3 - it was abandoned many years ago.
The full trek to Trail #5 will cover 12 miles but a satisfying sample of Sandy Neck can be accomplished in a 1.6-mile circuit on Trail #1. Out on the beach you will be sharing the rock-infused sand with off-road vehicles and on a busy summer weekend it can feel like you need a wide shoulder. Of course you can always cross back to finish up on the marshside path.
HIKING TIME: 2-5 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