Wellfleet Short Walks on Cape Cod
Note: Please be aware that Wellfleet and other towns may require parking stickers to park at many of the locations. Please check with authorities before heading out.
Park at Whitecrest Beach on Ocean View Drive in Wellfleet (001).
Walk south on Ocean View Drive, passing Wellfleet-by-the-Sea
cottages on your left. At about 0.4 mile (002), a woods road goes
off to the west. It is deeply rutted and easy to follow. In about
one-half mile, another woods road branches to the left (003),
guarded by a rail fence. Stay to the right.
You will pass several of these forks with rail fences (004). Stay
on the main track as it curves toward the north. It is a pretty
walk in the woods, well-shaded in the summer. You will come to
the utility right of way (005). Walk north on it until a distinct woods
road appears to your right, in another 0.2 mile (006). Follow it north
to Duck Pond.
The road curves to the left and ends in a parking area. Just beyond
Is a little brown sign with regulations regarding use of ponds.
Follow the foot path to the shore of Duck Pond (007). Enjoy
NOTICE! At this point, the previous guide is revised! We have always followed a route around the north shore of the pond,passing through private property to proceed to trailhead 2. The landowners object to that route, and we must comply with their wishes.
Reverse to return to the utility right of way. Follow it to the west
for about 0.5 mile to a sandy track heading northeast (008). Walk
northeast on it for another 0.5 mile to Cahoon Hollow Road (009).
Walk to Cahoon Hollow Road, passing by Trailhead 2 on your
left. Walk east on Cahoon Hollow Road about 0.3 mile to a point
just opposite the east edge of little Southeast Pond (010). Across the
road to the south is a well-worn foot trail next to a rail fence.
Walk east and south on it, heading for Trailhead 1.
You are now about to enjoy a wilderness adventure. Be prepared,
as the Boy Scouts say. Have your compass out and refer to it at every
trail junction. The area is obviously well-known to local residents;
it has evidence of frequent use on a multitude of paths. You are in
a one mile square area bounded by Cahoon Hollow Road to the north,
Ocean View Drive to the east, the original woods road to the south,
and the utility right of way to the west.
Follow the trail south to (015), then east to (016), and southwest
to (019). You will have a steep climb up to a foot path heading
east to (021). Then walk north on Ocean View Drive to return
to the parking area at Whitecrest Beach.
Long Pond in Wellfleet
From the parking lot for Great Pond on Cahoon Hollow Road
(01), look for an opening in the fence at the northwest corner of the
parking lot. Walk out to a deeply rutted woods road (05) and follow
it to the northwest past Turtle Pond on your right until you come
to a second distinct fork (06). Bear left, walking west, then northwest.
Shortly, Dyer Pond appears on your left. Stay on the main
woods road as it passes by summer houses, then curves to the
right, heading in a more northerly direction. You will walk past
"fire road" cables along the way, and also past summer houses on
Long Pond on your right.
About 0.6 mile from Cahoon Hollow Road, you will come out on
Long Pond Road (08), another two lane paved road. Turn right, and in
about one-quarter mile, a deeply rutted woods road goes off to the
left at an acute angle (09). Follow this road as it travels northeast,
paralleling Long Pond for a bit.
You will be on this track for nearly one mile. Along the
way, another woods road comes up on the right from Long Pond
(20). In about 200 yards further, a major fork appears (12). Bear
right to stay on the same course. The road ends at a little parking area
enclosed by rail fences. To your right is Spectacle Pond. Walk
down to its shore to enjoy the sights.
Come back to the parking area and look for a foot path heading
northeast, around the fence. You will come out on Ocean View Drive.
Cross Ocean View Drive (13) and follow the foot path north to a
woods road that heads east out to the cliff and a view of the ocean (14).
Reverse to walk west on the woods road to Ocean View Drive, then
cross over to the woods road continuing on the other side. Walk west
on the woods road for almost one-quarter mile. At the utility pole (16),
walk southeast on the woods road that passes by Kinnacum Pond (17).
Where it intersects the road to Spectacle Pond (18), turn right and walk
southwest to the fork (20).
Bear left at the fork, walking south and then southeast to Long Pond
Road (21). Cross Long Pond Road and pick up the dirt road heading
south and southwest around Long Pond. It is an access road for summer
houses (22), first to Long Pond on your right, then to Great Pond on your left. When you come to an intersection of woods roads with a "fire road"
sign cabled across (07), you may either turn left and retrace the route
to the parking lot, or walk around Dyer Pond (27,28,29) and return.
The shorter walk is 5.3 miles. The loop around Dyer Pond adds an
Park at the National Seashore lot for Great Island at the end of
Chequesset Neck road (001). Follow the signs to Great Island from
the east side of the parking lot. At the bottom of the hill, about 200
yards (002), walk left on the sandy track to Chequesset Neck Road
Cross the road and walk northeast on the dirt road. You will
quickly lose sight of the sand flat to your right because of the
heavy vegetation. Continue on this road for about 1.0 miles until
it bends to the west (005), running along the edge of Duck Harbor
marsh. You passed (004) which leads to Bound Brook Island Road.
In about 0.7 mile, you will come to the paved Duck Harbor Road (010)
leading west to a parking lot for the beach. At the west end of the
parking lot (006), a foot path goes south up to the top of the cliff (007).
Stop for a spectacular view of Provincetown and Cape Cod Bay.
Walk south on the foot path for 0.3 mile until you reach another
leading east (008). Follow it for about 0.2 mile to Griffin Island Road
(009). Walk south on the road to the start. You have circled Griffin
Island, which is no longer a genuine island. The walk is a little less than
From Route 6 in Wellfleet, just north of the last sign to Wellfleet Center,
turn east on Gull Pond road. In about one mile, drive north on Schoolhouse
Road to the driveway to Gull Pond Landing, and park. Walk west to
(001), then north to (002). Continue on this road to (003), then east to
If you wish you can continue east to a fork and then right to a footpath
which will take you out to the ocean. This is the route of our Truro Ponds long walk. You will then have to backtrack to (004); you cannot walk
around Horseleech Pond.
Walk northwest to (005), then circle Round Pond to (006) and continue
southwest on what is Slough Road past (007) to (008), on Old Kings
Highway. Walk south on it briefly to the base of hill at (009). Walk
east past a house on your left, then pick up a foot path that circles up
the hill to (010).
Continue south on the path to (002), on Schoolhouse Road, and thence
to (001) and return. The total walk is 3.5 to 4 miles, depending on
detours. Hortense Kelly, who pioneered this route, would take her
Eastham Hiking Club to visit Thoreau's famous "Wellfleet Oysterman's
House" on Williams Pond. But that is private property.
Bound Brook Island
At the rotary at the end of Chequesset Neck Road, turn right and
follow Griffin Island Road to the parking lot for Duck Harbor beach.
Walk west to (002), then follow a path northeast through the dune
grass to (003). Continue on the dirt road to (004), where you may
visit the marker for the Brook Island School, about 100 yards south
in the woods.
Continue on the dirt road to (005); stop to visit the Atwood-Higgins
homestead. Then walk down to the triangle at (006), where a remnant
of the railroad bed goes off to the northwest. Follow that to a sand
road (007), turning west to walk past the houses to a foot path at
the end of Ryder Beach Road (008). Note the sign that welcomes
pedestrians along the way!
Walk south on the path past the houses to a sand road which heads
south. At (009), where the road heads east, walk west on the foot
path out to the beach (010). Walk south on the beach to return to
(002) and the parking lot. 4.6 miles.
Park at the National Seashore parking lot to the left of the end of
Chequesset Neck Road in Wellfleet. The walk is simply a short
version of our Long Walk "Great Island."
From the parking lot (001), walk southeast on the gravel path leading
down the hill. Pause to read the signs. At the bottom of the hill (002),
turn right, as the sign indicates, to follow the sandy road west, then
south for about 0.6 mile to the north edge of Great Island (003), plainly
When you reach the trail fork (004), walk east on the track that follows
the north edge of the island (005). Continue along the edge of the cliff
to (006), then make a sharp right turn at 007).
The trail curves to the west (008) and brings you to a monument to
Governor William Bradford (009) at a T intersection with a north-south
woods road. Walk south to the south edge of Great Island (010), then
west to the bay beach (011) or southwest to the spit connecting to Great
The Long Walk resumes as follows.
Walk south to Great Beach Hill, then follow the sign which directs
you up the hill to the southeast. The woods road you are on curves to
the southwest and brings you to the marsh at the south edge of Great
Beach Hill. Walk to the sign which warns you that Jeremy Point beyond
is submerged at high tide.
If you have timed your hike correctly, that is, around low tide,
walk south as far as you wish. Toward the end, Billingsgate Island will
appear at low tide. The brick foundation of the lighthouse may be
visible. If it is high tide, or you only want to walk six miles,
reverse at the sign.
Walk over to the marsh side of the dunes, then pick up the footpath
heading north up Great Beach Hill. Just before you get to the top, walk
the left hand trail at the fork. Soon you will be in a little sheltered
hollow, which also has a view! That's a rare combination. It's a good
place for lunch.
Reverse to pick up the footpath going east for a bit, then north.
This path goes right along the edge of the dunes, and offers splendid
views on the way. While not as subject to collapse as the ocean cliffs,
the bay bluff should be walked with care. A portion may slide off on a
wet day. In about one-quarter mile, you rejoin the main track headed
northwest. Follow it down along the spit leading to Great Island.
The Short Walk resumes:
Walk north on the beach to a gap in the dunes at (013). Then
walk on the inland path to (014). Up the boardwalk and paved road
to (015) and a little trail leading to the parking lot (001). The short
walk is from four to five miles. If you walk out to Jeremy Point below
Great Beach Hill, the long walk can be ten miles, eight if you omit