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Road cycling routes

Western Connecticut Planning Region

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

Road cycling routes

Western Connecticut Planning Region

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

Moderate

4.6

(3416)

12,975

riders

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

03:01

65.8km

450m

Road cycling

Moderate 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: November 4, 2026

Tips

Includes movable bridges

Check opening times.

After 10.2 km for 45 m

After 12.2 km for 45 m

Waypoints

A

Start point

Parking

1

16.6 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

2

17.9 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

3

18.6 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

4

24.5 km

Beachside Avenue - Great stretch to ride

Highlight • Cycleway

amazing road. perfect tarmac.

Tip by

5

25.1 km

Pequot Avenue (brand new surface)

Highlight • Cycleway

..with a good view.

Tip by

6

26.6 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

7

27.5 km

Harbor Road - quiet and pretty neighborhood

Highlight • Settlement

neat houses and lawns.

Tip by

8

32.0 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

41.0 km

Windmill Open Space

Nature Reserve

55.2 km

H. Smith Richardson Wildlife Preserve

Nature Reserve

B

65.8 km

End point

Parking

Way Types & Surfaces

Way Types

41.5 km

22.3 km

1.80 km

273 m

107 m

Surfaces

44.6 km

21.2 km

< 100 m

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Elevation

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

Highest point (80 m)

Lowest point (0 m)

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Weather

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Wednesday 4 November

22°C

8°C

-- %

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