Seymour Pond – Pleasant Lake (Hinckleys Pond) loop from Chatham

Seymour Pond – Pleasant Lake (Hinckleys Pond) loop from Chatham

Easy

3.5

(3)

riders

Seymour Pond – Pleasant Lake (Hinckleys Pond) loop from Chatham

01:43

41.5km

210m

Road cycling

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: August 19, 2026

Waypoints

Start point

Bus stop

Get Directions

4.77 km

Jacknife Beach

Highlight • Beach

Jacknife Beach is a small, attractive beach in a small protected cove off of Pleasant Bay just south of the Chatham Yacht Club. Eastward Ho!, a golf club, backs up …

Tip by

16.2 km

Cliff Pond Beach and Boat Launch, Nickerson State Park

Highlight • Beach

Nickerson State Park is a great 1,900 acre natural area with a host of hiking, running and biking trails. It is a beautiful wooded area and there are plenty of …

Tip by

16.7 km

Hooper Lot

Nature Reserve

23.9 km

Sheep's Pond

Highlight • Lake

Sheep's Pond is a small kettle pond in Brewster, Massachusetts. This pretty pond is right down a steep hill from the Cape Cod Rail Trail and has a pretty, but …

Tip by

25.3 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 …

Tip by

25.8 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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26.8 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 …

Tip by

38.8 km

Samuel Hawes Park

Highlight • Forest

Samuel Hawes Park is a small nature preserve just southeast of the small Chatham Municipal Airport. There are nature trails around the property that take you to three small ponds …

Tip by

39.7 km

White Pond Beach

Nature Reserve

41.5 km

End point

Bus stop

Way Types & Surfaces

Way Types