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The Bedford Oak – Pleasantville Cove loop from Chappaqua

The Bedford Oak – Pleasantville Cove loop from Chappaqua

Moderate

3.1

(21)

riders

The Bedford Oak – Pleasantville Cove loop from Chappaqua

03:45

82.5km

770m

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: May 28, 2026

Waypoints

Start point

Train Station

Get Directions

34.2 km

The Bedford Oak

Highlight • Natural Monument

The Bedford Oak is one of those rare living landmarks that quietly connects the past to the present. Estimated to be over 500 years old, this massive white oak has …

Tip by

35.8 km

Bedford Village Historic District

Highlight • Historical Site

Thanks to over a century of dedicated work by the Bedford Historical Society this town has a number of well preserved buildings plus multiple museums and education programs for locals & tourists alike.

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46.1 km

Milbank Conservation Easement

Highlight • Natural

The Milbank Conservation Easement is a small nature preserve in Greenwich, Connecticut. Conservation Easements are when private landowners voluntarily
agree to permanently restrict the use and development on their property …

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47.8 km

Henriques Preserve

Nature Reserve

48.5 km

Round Hill Community Church

Highlight • Religious Site

Memorial to James Monroe Mathes Jr KIA 1944

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76.1 km

Pleasantville Cove

Highlight • Lake

You'll find a gap in the trees here, giving excellent wide views of the cove. It looks particularly good during the autumn, when the trees turn a golden, amber and crimson colour.

Tip by

82.5 km

End point

Train Station

Way Types & Surfaces

Way Types

60.8 km

12.2 km

8.35 km

1.12 km

< 100 m

Surfaces

73.2 km

9.06 km

247 m

< 100 m

Elevation

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

Highest point (190 m)

Lowest point (40 m)

Weather

Today

Saturday 11 July

29°C

21°C

70 %

Additional weather tips

Max wind speed: 12.0 km/h

to get more detailed weather forecasts along your route

Comments

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The Bedford Oak – Pleasantville Cove loop from Chappaqua

The Bedford Oak

Bedford Village Historic District

Milbank Conservation Easement

Round Hill Community Church

Pleasantville Cove

Nearby routes

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