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Routes
Road cycling routes
United States
Massachusetts
Barnstable County
Chatham

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

Routes
Road cycling routes
United States
Massachusetts
Barnstable County
Chatham

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

Easy

3.3

(3)

32

riders

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

01:52

46.1km

230m

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: June 15, 2026

Waypoints

A

Start point

Bus stop

Get Directions

1.81 km

White Pond Beach

Nature Reserve

2

2.74 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

3

12.5 km

Allen Harbor

Highlight • Natural

Lower County road passes right next to Allen Harbor. The pretty marina is almost surrounded by land giving this a really secluded feel.

Tip by

4

19.3 km

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

5

20.4 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 …

Tip by

6

20.8 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

7

22.3 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

8

28.8 km

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 …

Tip by

42.4 km

Muddy Creek - Pleasant Bay

Nature Reserve

B

46.1 km

End point

Bus stop

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Way Types & Surfaces

Way Types

22.0 km

15.7 km

7.24 km

1.23 km

Surfaces

45.2 km

777 m

105 m

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Elevation

Elevation

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

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Weather

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Today

Friday 10 July

27°C

21°C

28 %

Additional weather tips

Max wind speed: 22.0 km/h

to get more detailed weather forecasts along your route

Comments

October 17, 2021,Chatham Orleans Rail Trail loop
The network of rail trials on Cape Cod are among the best in New England. Beautiful fall weather made for a wonderful ride from our place in Chatham through lovely lower Cape fields, woods and ponds and ending up in Orleans. I decided to return in a more direct way, which was less enjoyable because of the traffic volume and …
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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