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Road cycling routes

Western Connecticut Planning Region

Pequot Avenue (brand new surface) – Southport Historic District loop from Fairfield

Road cycling routes

Western Connecticut Planning Region

Pequot Avenue (brand new surface) – Southport Historic District loop from Fairfield

Moderate

3.4

(6)

25

riders

Pequot Avenue (brand new surface) – Southport Historic District loop from Fairfield

03:17

70.0km

560m

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

Waypoints

A

Start point

Train Station

3.42 km

Sasco Creek Marsh Open Space

Nature Reserve

2

10.0 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

3

10.7 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

4

11.5 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

26.7 km

Windmill Open Space

Nature Reserve

6

36.2 km

Aspetuck Reservoir

Highlight • Lake

The Aspetuck Reservoir, nestled along the Aspetuck River offers breathtaking views for cyclists throughout the year. Its scenic beauty is especially captivating during the fall season, providing cyclists with a picturesque backdrop for their rides.

Tip by

7

37.0 km

View of the Aspetuck River

Highlight • Viewpoint

You get a great view of the Aspetuck River as you bike across this small bridge. The river is only 17 miles, and there are only a few spots where you get a view as good as this one.

Tip by

8

64.8 km

H. Smith Richardson Wildlife Preserve

Highlight • Forest

Connecticut Audubon Society - H. Smith Richardson is not only a land preservation project but also a Christmas tree farm. The preserve is open every day, all year-round, from dawn …

Tip by

9

65.8 km

Pequot Avenue (brand new surface)

Highlight • Cycleway

..with a good view.

Tip by

10

67.3 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

B

70.0 km

End point

Train Station

Way Types & Surfaces

Way Types

39.5 km

25.6 km

3.94 km

912 m

< 100 m

Surfaces

47.9 km

21.9 km

219 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 (150 m)

Lowest point (0 m)

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Weather

Powered by Foreca

Today

Friday 13 November

8°C

3°C

99 %

Additional weather tips

It’s set to rain on your activity. Pack a waterproof jacket.

to get more detailed weather forecasts along your route

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