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Great Pond – Wellfleet Harbor loop from Chatham

Great Pond – Wellfleet Harbor loop from Chatham

Moderate

4.5

(2265)

7,415

riders

Great Pond – Wellfleet Harbor loop from Chatham

04:26

105km

650m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: July 17, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Cape Cod National Seashore

Waypoints

Start point

Bus stop

Get Directions

2.45 km

Ryders Cove

Nature Reserve

3.75 km

Muddy Creek - Pleasant Bay

Nature Reserve

13.3 km

The Hot Chocolate Sparrow

Highlight • Cafe

The Hot Chocolate Sparrow is a local favorite in just off of Main Street in Orleans. This candy shop, ice cream shop, and restaurant serves everything from decedent slices of …

Tip by

14.3 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

14.8 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, …

Tip by

18.7 km

Great Pond

Highlight • Lake

This pond features a nice small beach area with a roped-off swimming area. It's a popular spot for kayaking and also provides a relaxing environment on the sand.

Tip by

23.9 km

Viewpoint

34.7 km

Wellfleet Harbor

Highlight • Beach

Just in front of the Chequessett Yacht & Country Club, the road opens up with a lovely view over the harbor and of the yachts moored up on the beach.

Tip by

35.6 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 …

Tip by

53.9 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, …

Tip by

57.0 km

Cronin Beach

Highlight • Beach

Cronin Beach is a small beach in Truro, Cape Cod. This small, but scenic, beach is right off the road and a great place to slow down as you ride …

Tip by

105 km

End point

Bus stop

Way Types & Surfaces

Way Types

59.5 km

21.7 km

21.0 km

3.11 km

< 100 m

Surfaces

99.7 km

5.04 km

187 m

145 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Weather

Today

Saturday 18 July

24°C

17°C

77 %

Additional weather tips

Max wind speed: 40.0 km/h

to get more detailed weather forecasts along your route

Comments

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Great Pond – Wellfleet Harbor loop from Chatham

The Hot Chocolate Sparrow

Cedar Pond

Cape Cod Rail Trail (Orleans to Eastham)

Great Pond

Wellfleet Harbor

Wellfleet Center

Shore Road "Monopoly Houses"

Cronin Beach

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