Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Road cycling routes
United States
Massachusetts
Barnstable County
Barnstable

Chatham to Orleans loop from Barnstable via the Old Colony Rail Trail & Cape Cod Rail Trail

Routes
Road cycling routes
United States
Massachusetts
Barnstable County
Barnstable

Chatham to Orleans loop from Barnstable via the Old Colony Rail Trail & Cape Cod Rail Trail

Intermediate

5.0

(1)

9

riders

Chatham to Orleans loop from Barnstable via the Old Colony Rail Trail & Cape Cod Rail Trail

03:40

88.6km

340m

Intermediate 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: June 12, 2024

Download GPX

Save

Move start point

Edit route

Navigate

Send to Phone

Waypoints

A

Start point

Parking

Get Directions

1

16.3 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.

Tip by

2

31.1 km

Downtown Chatham

Highlight (Segment) • Settlement

Chatham is the quintessential Cape Cod seaside town. There are many cute shopping boutiques, local restaurants and bars, and coffee and candy shops. This is a great stop on the way to the beach!

Tip by

3

33.0 km

Chatham Light Beach

Highlight • Beach

The Chatham Light and Chatham Light Beach are on the"elbow" of Cape Cod and are an iconic part of the area. The lighthouse is still in operation by the U.S. …

Tip by

4

50.2 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

5

52.3 km

Rock Harbor

Highlight • Structure

Rock Harbor is a small, scenic, man-made, harbor on the border between Orleans and Eastham. There is a marina where many commercial and charter sport fishing boats dock. There is …

Tip by

6

57.4 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 …

Tip by

7

64.8 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

B

88.6 km

End point

Parking

Way Types & Surfaces

Way Types

42.7 km

24.3 km

19.1 km

1.86 km

421 m

109 m

Surfaces

83.7 km

4.15 km

742 m

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Sign up to see more specific route details

Sign up for free

Weather

Powered by AerisWeather

Today

Saturday 25 October

13°C

3°C

0 %

If you start your activity now...

Max wind speed: 9.0 km/h

to get more detailed weather forecasts along your route

This route was planned by komoot.

Loading

Nearby routes

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

5.0

125

Coast Guard Beach and Wellfleet Center loop via Cape Cod Rail Trail — Hyannis

04:52h

123km

490m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

4.8

91

Nauset and Coast Guard Beach via Cape Cod Rail Trail — Hyannis

04:11h

104km

380m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

4.5

49

Falmouth and Sandwich loop — West Barnstable

04:22h

101km

460m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Expert

48

Provincetown from South Yarmouth via the Cape Cod Rail Trail

06:26h

160km

710m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

40

Seymour Pond and Brewster General Store via Cape Cod Rail Trail — Hyannis

02:23h

60.9km

200m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Easy

29

Hyannis to Osterville loop

01:21h

29.0km

80m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

14

Chatham loop from Barnstable via the Cape Cod Rail Trail and Old Colony Rail Trail

02:44h

68.1km

240m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

7

Lower Cape loop from Hyannis

03:42h

91.6km

340m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

5.0

9

Chatham to Orleans loop from Barnstable via the Old Colony Rail Trail & Cape Cod Rail Trail

03:40h

88.6km

340m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

10

Rock Harbor & First Encounter Beach loop from Barnstable via the Cape Cod Rail Trail & Setucket Road

03:25h

82.9km

300m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

5

Hyannis and Yarmouth loop — Barnstable

02:03h

46.1km

180m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Easy

4

Centerville, Osterville, and Grand Island loop

01:25h

27.1km

90m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepacking
B2B
PartnersConnectEmbed routes
Company
PressWhat's NewPioneersProduct UpdatesAmbassadorsAdventure Hub
Community
Help GuidesSupportKomoot Treasure Hunt
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy
Terms of Service
Community guidelines
Vulnerability disclosure program
Imprint
Information for law enforcement