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

Western Connecticut Planning Region

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

Moderate

4.8

(9817)

13,251

riders

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

02:18

51.3km

280m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: November 4, 2026

Tips

Includes movable bridges

Check opening times.

After 19.2 km for 45 m

After 31.8 km for 45 m

Waypoints

Start point

Train Station

Get Directions

6.75 km

Harbor Road - quiet and pretty neighborhood

Highlight • Settlement

neat houses and lawns.

Tip by

7.55 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

9.09 km

Pequot Avenue (brand new surface)

Highlight • Cycleway

..with a good view.

Tip by

9.75 km

Beachside Avenue - Great stretch to ride

Highlight • Cycleway

amazing road. perfect tarmac.

Tip by

15.6 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

16.3 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

24.5 km

Flat and fast from the beach

Highlight (Segment) • Cycleway

Very nice tarmac and wide shoulder.

Tip by

34.0 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