Ring's End Bridge – Pear Tree Point Cove loop from Darien High School

Western Connecticut Planning Region

Ring's End Bridge – Pear Tree Point Cove loop from Darien High School

Easy

3.1

(22)

riders

Ring's End Bridge – Pear Tree Point Cove loop from Darien High School

01:49

36.6km

220m

Road cycling

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: August 12, 2026

Waypoints

Start point

Parking

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4.26 km

Holly Pond

Highlight • Lake

Small place to rest and enjoy the view over the bay.

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5.57 km

Cove Island Park

Highlight • Beach

Cove Island Park is a beautiful park between Holly Pond and the Long Island Sound.

The park has a cycling path, BBQs, a picnic area and 2 beaches.

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5.82 km

Cove Island Park

Highlight • Rest Area

A beautiful park right on Long Island Sound with views across to Long Island. Very sunny 🌞 Large playgrounds and a small beach.

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14.2 km

Gorham’s Pond

Highlight • Lake

A calm pond, surrounded by lush greenery, has a road winding along it the entire way. In the winter, you'll see some ice skaters on the lake as well.

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14.7 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.

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16.6 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, …

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