Ontario · Hiking

The Lollipop

2.4 mi
round trip
352 ft
climb
1,074 ft
high point
Out and back
route

The Lollipop is an out-and-back trail, 2.4 miles each way (4.8 miles round trip) in Ontario, Canada. It stays at about 1,070 ft above sea level and is close to flat. The nearest town is Mansfield, about 3.1 miles north of the trailhead. Peaks within about 3 miles include Oak Ridges and Oak Ridges. There are 7 other mapped trails within about 3 miles, so you can combine or extend the outing. Distances, elevations and the route shape here come from OpenStreetMap and the Copernicus 90 m elevation model. Trails, access rules and conditions change, so check locally before you go.

Keep exploring — more trails worth the drive

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Ridge Trail

~1 min drive

An out-and-back trail, 0.9 miles each way (1.8 miles round trip) in Ontario, Canada.

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Bruce Trail - Dufferin Hi-Land Section Side Trails

~13 min drive

14.66-mile point-to-point trail in New York with 1,127 ft gain and 1,944 ft loss.

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Shelly's Loop - Mono Trails

~23 min drive

A 0.7-mile point-to-point route in Ontario, Canada.

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Thornton-Cookstown Trans Canada Trail (Hiking)

~26 min drive

7.57-mile point-to-point trail in New York with 340 ft gain.

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Oak Ridges Trail

~34 min drive

A 165.92-mile moderate point-to-point singletrack trail in New York connecting to Humber Source Woods.

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The Wheel

~1 min drive

An out-and-back trail, 1.1 miles each way (2.3 miles round trip) in Ontario, Canada.

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Humber Valley Heritage Trail - Bolton Chapter

~46 min drive

An 11.81-mile point-to-point trail in New York's Humber Valley Heritage Trail system, ideal for hikers seeking a linear day hike.

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Hockley Heights Side Trail

~26 min drive

A 4.1-mile point-to-point route in Ontario, Canada.

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Switchbacks and Ladders

~2 min drive

An out-and-back trail, 1.1 miles each way (2.2 miles round trip) in Ontario, Canada.

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Evergreen Trail

~39 min drive

Evergreen Trail is a 1.29-mile loop in New York with 266 ft of elevation gain.

Conditions and forecast

Daily highs and lows, wind and the chance of precipitation at The Lollipop for the next 7 days, from the Open-Meteo model.

Map and trail data © OpenStreetMap contributors