Nantucket Dog Walk

Walk. Walk your dog. Walk Nantucket.


Holdgate Trails

Nantucket Land Bank Property


Some dogs

All shade

30-40 minute walk

To see a map of this trail, go here. To download the Land Bank map of this walk, go here.

To get there, take Old South Road out of town. About 1/2 a mile from the rotary, there will be a Land Bank marker on your left. It’s easy to miss, so if you arrive at Lover’s Lane on your right or Valero’s on your left, you’ve gone too far.

Once you’ve found that marker, take the left and bear right into a small parking lot.

Leash Alert: The sign at the beginning of the walk asks that all dogs be leashed. Probably because in the beginning, you are walking by a field of horses, chickens, sheep and cows. UPDATE: They have changed the route on this walk. All people with dogs must now head left AROUND the playing field, animal pastures, and meditation maze. (Bummer, but I understand.) Furthermore, there are parts of the path that are within 20 yards of Milestone Road, and if you have a dog that might chase a rabbit, it could be best to have this be a leash-walk only.

In the beginning, (if you are sans dog) there is both a beautifully manicured empty field, and then what looks to be a large crop circle with stone benches around it. In fact, it is a meditation walking maze. Take some time to walk slowly around the maze. Take some deep breaths. Let . . . oh, wait. . . we have our dogs with us.

OK, if you have your dog, you must now follow the arrows to the left, a trail that brings you on a larger loop around the more manicured areas, but you end up on the same walking paths. Mid-way through the walk, as you are walking parallel to the Milestone Road, you will come upon a sign pointing you in the direction of the Sheep Commons Connector that brings you to the Milestone Loop trail (described here). If you want a longer walk and feel like braving the traffic on Milestone, go for it. Otherwise, continue on with your loop. There is a long loop and a short loop and if you have it in you, you can do both.

The loops take you through pine forests that are nicely shady over well-kept trails. Near the end of the trail you walk through a copse of Beech trees that make a disconcerting but wonderful sound in the breeze. All in all, depending on your pace, this could be a 30-45 minute walk. It’s great for shade or if it’s a windy or drizzly day.