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Road cycling routes

Western Connecticut Planning Region

Pear Tree Point Cove – Ring's End Bridge loop from Westport

Road cycling routes

Western Connecticut Planning Region

Pear Tree Point Cove – Ring's End Bridge loop from Westport

Moderate

2.6

(29)

62

riders

Pear Tree Point Cove – Ring's End Bridge loop from Westport

02:48

54.3km

440m

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: July 17, 2026

Tips

Includes a movable bridge

Check opening times.

After 5.79 km for 41 m

Waypoints

A

Start point

Train Station

1

10.8 km

Westmere Avenue Bridge

Highlight • Bridge

Small quiet bridge with nice views of the sound

Tip by

2

14.5 km

Streets Pond

Highlight • Lake

Streets Pond is a long, thin, and stretches under the road as you ride by. There are wooden fences that make it difficult to get a good view from the …

Tip by

15.2 km

Old Farm Pond

Lake

19.2 km

Gorhams Pond

Lake

5

20.6 km

Pear Tree Point Cove

Highlight • Beach

Pear Tree Point Cove is a sheltered inlet off Long Island Sound, providing a calm environment for various marine life. The diverse birdlife in and around the cove attracts birdwatchers, …

Tip by

6

22.5 km

Ring's End Bridge

Highlight • Bridge

The current bridge was built nearly a century ago and replaced previous bridges that have crossed this span since at least 1825.

Tip by

30.4 km

Valley Street Open Space

Nature Reserve

8

31.7 km

Waveny Park

Highlight • Natural

The main focal point of the park is Waveny House, a castle constructed in 1912. This location has featured in numerous movies and TV shows, including All My Children.

Tip by

9

35.2 km

Church Hill (God's Acre)

Highlight • Religious Site

Church Hill, or God's Acre, is a small knoll on a small triangular plot between Park Street and Main Street managed by the Congregational Church of New Canaan. During the …

Tip by

46.9 km

Westport Road Open Space

Nature Reserve

11

54.0 km

Kneads Bakery

Highlight • Cafe

This is a great bakery that’s more than worthy of the cafe stop, don’t pass it up.

Tip by

B

54.3 km

End point

Train Station

Way Types & Surfaces

Way Types

30.4 km

14.4 km

6.44 km

2.46 km

523 m

< 100 m

< 100 m

Surfaces

43.8 km

8.82 km

1.66 km

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Elevation

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

Highest point (110 m)

Lowest point (0 m)

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Weather

Powered by Foreca

Today

Friday 9 October

22°C

9°C

0 %

Additional weather tips

Max wind speed: 19.0 km/h

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