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Western Connecticut Planning Region

Southport

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

Western Connecticut Planning Region

Southport

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

Moderate

4.5

(4163)

7,687

riders

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

02:06

47.2km

230m

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: March 18, 2026

Tips

Includes movable bridges

Check opening times.

After 22.5 km for 45 m

After 34.8 km for 45 m

Waypoints

Start point

Train Station

Get Directions

5.21 km

Penfield Beach

Highlight • Beach

If you're looking for a relaxing time and maybe a dip in the water, Penfield Beach is one of the five town beaches in Fairfield. Next to the beach, you can also find a snack bar and restrooms.

Tip by

9.51 km

Harbor Road - quiet and pretty neighborhood

Highlight • Settlement

neat houses and lawns.

Tip by

10.3 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

11.8 km

Pequot Avenue (brand new surface)

Highlight • Cycleway

..with a good view.

Tip by

12.5 km

Beachside Avenue - Great stretch to ride

Highlight • Cycleway

amazing road. perfect tarmac.

Tip by

18.9 km

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, no restrooms and no lifeguards. Dogs are not allowed here either — not even in vehicles.

Tip by

19.6 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

28.7 km

Spruce Swamp Pond

Highlight • Lake

Runners can soak in ocean breezes and harbor views while passing Spruce Swamp Pond, which is located across the Norwalk Cove Marina. Nestled along Long Island Sound's Connecticut coast, the route pairs invigorating ocean air with sights of boats bobbing in the marina just across the way.

Tip by

47.2 km

End point

Train Station

Way Types & Surfaces

Way Types

28.5 km

15.4 km

2.21 km

1.05 km

Surfaces

30.2 km

17.0 km

Elevation

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

Weather

Today

Saturday 9 May

15°C

9°C

94 %

Additional weather tips

Max wind speed: 14.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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

Penfield Beach

Harbor Road - quiet and pretty neighborhood

Southport Historic District

Pequot Avenue (brand new surface)

Beachside Avenue - Great stretch to ride

Old Mill Beach

Connecticut Gold Coast

Spruce Swamp Pond

Nearby routes

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