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Road cycling routes

Western Connecticut Planning Region

Harbor Road - quiet and pretty neighborhood – Pequot Avenue (brand new surface) loop from Fairfield

Road cycling routes

Western Connecticut Planning Region

Harbor Road - quiet and pretty neighborhood – Pequot Avenue (brand new surface) loop from Fairfield

Easy

2.7

(25)

27

riders

Harbor Road - quiet and pretty neighborhood – Pequot Avenue (brand new surface) loop from Fairfield

01:41

33.8km

160m

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 3, 2026

Waypoints

A

Start point

Train Station

Get Directions

1

2.19 km

Harbor Road - quiet and pretty neighborhood

Highlight • Settlement

neat houses and lawns.

Tip by

2

2.99 km

Southport Historic District

Highlight • Historical Site

One of many beautiful views from Harbor Road, you can see across Perry's Green to the estuary beyond. Picture perfect.

Tip by

3

4.52 km

Pequot Avenue (brand new surface)

Highlight • Cycleway

..with a good view.

Tip by

4

5.19 km

Beachside Avenue - Great stretch to ride

Highlight • Cycleway

amazing road. perfect tarmac.

Tip by

5

12.7 km

The Minute Man

Highlight • Monument

With over a hundred years, the statue you see at the intersection is one of the most beloved symbols of Westport. Although it was dedicated in 1910, The Minute Man …

Tip by

6

13.5 km

Connecticut Gold Coast

Highlight • Cycleway

Beautiful stretch of road here. Road is not very wide, and it's fairly busy, especially during the day, but drivers know to expect cyclists and pedestrians and are generally courteous.

Tip by

7

14.2 km

Old Mill Beach

Highlight • Beach

This little park has a nice sandy beach looking out over Long Island Sound. It's free to use (no fee), but that also means there are no facilities — particularly, …

Tip by

8

29.1 km

Pine Creek

Highlight • River

Between the houses there is a lovely view of Pine Creek and the various boat craft on the water. A good place for a quick stop on your ride.

Tip by

B

33.8 km

End point

Train Station

Way Types & Surfaces

Way Types

17.0 km

15.4 km

820 m

568 m

Surfaces

19.3 km

14.2 km

318 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

Powered by Foreca

Today

Monday 8 June

24°C

16°C

0 %

Additional weather tips

Max wind speed: 20.0 km/h

to get more detailed weather forecasts along your route

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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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