Pleasant Lake (Hinckleys Pond) – Seymour Pond loop from Dennis Port

Pleasant Lake (Hinckleys Pond) – Seymour Pond loop from Dennis Port

Moderate

4.5

(6239)

6,350

riders

Pleasant Lake (Hinckleys Pond) – Seymour Pond loop from Dennis Port

02:38

66.5km

230m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: August 15, 2026

Waypoints

Start point

Parking

Get Directions

4.35 km

Lothrop Avenue Conservation Area

Nature Reserve

9.56 km

Pleasant Lake (Hinckleys Pond)

Highlight • Lake

Hinckleys Pond is also known as Pleasant Lake and is classified as a Great Pond due to its 172-acre size. It has a well-maintained beach with plenty of activities. The …

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10.6 km

Long Pond

Highlight • Lake

Long Pond is huge freshwater pond in Brewster and Harwich (the town line crosses down the middle of it). The Cape Cod Rail Trail runs right along the western shore …

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11.1 km

Seymour Pond

Highlight • Lake

Seymour Pond is one of many freshwater kettle ponds in the Brewster/Harwich area. The public beach for this scenic pond butts right up against the Cape Cod Rail Trail and …

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18.7 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 …

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23.0 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 …

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24.0 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.

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24.5 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, …

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33.2 km

Viewpoint

61.3 km

Cape Cod Rail Trail (Bell's Neck Segment)

Highlight (Segment) • Cycleway

The short segment of the Cape Cod Rail Trail skirts Bells Neck Conservation Lands and overlooks the water. You can often see swans, geese, and other birds, as well as turtles and frogs from the bike trail.

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66.5 km

End point

Parking

Way Types & Surfaces

Way Types