Three Sisters Lighthouses – Wellfleet Center loop from The Gut

Three Sisters Lighthouses – Wellfleet Center loop from The Gut

Hard

3.2

(23)

riders

Three Sisters Lighthouses – Wellfleet Center loop from The Gut

05:30

114km

660m

Road cycling

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is right next to a parking lot.

Last updated: August 19, 2026

Tips

Cycling is not permitted along parts of this route

After 217 m for 207 m

After 50.5 km for 137 m

After 69.4 km for 90 m

After 113 km for 207 m

Waypoints

Start point

Parking

Get Directions

19.4 km

Shore Road "Monopoly Houses"

Highlight (Segment) • Settlement

Perhaps one of the most iconic stretches of road as you roll into Provincetown at the very end of Cape Cod (and the state!), are the small, matching vacation cottages, or "monopoly houses" right at the edge of the shore. This is a truly special bit of cycling as you roll along these houses on a narrow strip of land between the ocean and East Harbor.

Tip by

24.5 km

Moon Pond

Lake

25.4 km

The Head of the Meadow Bike Trail

Highlight (Segment) • Cycleway

The Head of the Meadow Bike Trail is a popular, paved, multi-use path. This relatively flat trail connects the Pilgrim Heights area to the Head of the Meadow beach. Enjoy berry bushes the shade of tall pine and oak trees along this trail.

Tip by

46.5 km

Pole Dyke Swamp

Nature Reserve

47.9 km

Mayo Creek

Nature Reserve

50.5 km

Long Pond Beach

Beach

65.0 km

Three Sisters Lighthouses

Highlight • Monument

The Three Sisters Lighthouses on Cape Cod are a trio of picturesque, whitewashed beacons that have guided mariners since 1838. These charming, historic structures, named for their distinctive appearance, have stood sentinel on Nauset Beach, now relocated to Eastham. They symbolize Cape Cod's maritime heritage and continue to captivate visitors with their unique and scenic presence on the Cape's coastline.

Tip by

69.5 km

Salt Pond Visitor Center, Cape Cod National Seashore

Highlight • Rest Area

Cape Cod National Seashore's Salt Pond Visitor Center serves as a gateway to the park's natural beauty. Here you can learn about the area's ecosystems, history, and recreational opportunities.

Tip by

80.3 km

Nickerson State Park on the CCRT

Highlight • Trail

This spot is where you can access Nickerson State Park from the Cape Cod Rail Trail in Brewster. Just a short distance west of here along the trail there is also the popular fried seafood establishment Cobie's. Although it's only open during the summer months, Cobie's draws crowds! Be ready to wait in line for fried clams, scallops, and shrimp, lobster rolls, and soft serve ice cream!

Tip by

90.5 km

Cedar Pond

Highlight • Lake

The East Coast Greenway meets the road here at Cedar Pond so it's a good place to join the bike path if you're in Orleans.

Tip by

91.0 km

Cape Cod Rail Trail (Orleans to Eastham)

Highlight (Segment) • Cycleway

This section of the popular, multi-use Cape Cod Rail Trail runs from downtown Orleans to Eastham. This is a general flat, easy section of riding, but it can get very, very busy in the summer so be prepared to share the trail with others.

Tip by

99.6 km

Viewpoint

110 km

Wellfleet Center

Highlight • Settlement

Wellfleet is a small town located halfway between the "tip" and "elbow" of Cape Cod. Although the town center is small, there are a few small shops, a local market where you can buy snacks, a theater, and a town hall with a water fountain and some benches on the lawn. This is a great place to take a break from your ride as you explore the outer Cape.

Tip by

114 km

End point

Parking

Way Types & Surfaces

Way Types