Fresh Pond Reservation – Spy Pond loop from Waverley

Bike touring routes & trails

Fresh Pond Reservation – Spy Pond loop from Waverley

Easy

4.8

(8166)

11,486

riders

Fresh Pond Reservation – Spy Pond loop from Waverley

01:09

19.2km

100m

Cycling

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: August 13, 2026

Waypoints

Start point

Train Station

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4.96 km

Fresh Pond Reservation

Highlight • Lake

Beautiful reservation where you can walk or bike in a car-free environment

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6.60 km

Yates Pond

Highlight • Lake

It’s a small one

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8.55 km

Spy Pond

Highlight • Lake

Spy Pond is a 103-acre freshwater kettle pond located in Arlington, Massachusetts. It formed thousands of years ago during the last Ice Age and is part of the Mystic River …

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9.41 km

Uncle Sam Plaza and Samuel Wilson Monument

Highlight • Monument

Uncle Sam Plaza, located in Arlington, Massachusetts, near the Minuteman Bikeway, honors Samuel Wilson, believed to be the inspiration for the national symbol "Uncle Sam." Born on September 13, 1766, …

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11.9 km

Alewife Brook Reservation

Highlight • Forest

Alewife Brook Reservation is a 120-acre urban wild in Cambridge and Arlington, Massachusetts, offering a surprising mix of wetlands, woodlands, and paved paths near the Alewife T station. It’s a …

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14.5 km

Watertown-Cambridge Greenway

Highlight (Segment) • Cycleway

The Watertown-Cambridge Greenway follows an old railway right of way from Fresh Pond into Watertown. The path is fully paved and traffic free, so it is a great way to move through the city or go for a scenic ride.

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