Are dogs allowed on Chessey Preserve?

Yes, dogs are allowed on Chessey Preserve but must be kept on a leash at all times. Pack out waste and respect wildlife.

Do I need a permit to hike Chessey Preserve?

No, Chessey Preserve does not currently require a permit. Still check for seasonal closures or day-use fees with the managing agency before heading out.

How difficult is Chessey Preserve?

Chessey Preserve is rated easy. It is 1.1 miles long with 105 feet of elevation gain. Difficulty ratings reflect a combination of distance, elevation gain, and terrain — your experience will depend on your fitness level and trail conditions.

Is Chessey Preserve suitable for kids?

Yes, Chessey Preserve is considered kid-friendly. As always with children, bring water and snacks, pace yourself, and watch for weather changes and wildlife.

Status unknown — verify before visiting

We don't have current condition data for this trail. Check with the land manager before you go.

See Maine trail conditions

EasyOut and Back

Maine

Chessey Preserve

Sebago, Maine

1.1 mi

Distance

105 ft

Elev. Gain

25m

Est. Time

Out & Back

Route Type

Easy

Difficulty

About This Trail

Imported description

The Presumpscot Regional Land Trust protects 100 acres of private property called the Chessey Property. The property is a nice place to live in. The trail is accessible from the road and can be reached from the shore of the pond. The parts are rocky at certain times of the year. The forest is a mix of hemlocks, pine and Birch and as the trail opens up on the shore, you can see all the sections of the pond. Snowmobiles and motorized vehicles are not allowed on this property. Please do not litter, and please no fires, overnight camping, hunting or trapping.

Trail Conditions

Unknown

We have no current condition data for this trail. Check with the operator before you go, and submit a report below if you've been recently.

Free public preserve protected by the Presumpscot Regional Land Trust; hiking, running, snowshoeing, fishing allowed. No hunting, no motorized vehicles. Trailhead off Hancock Pond Road; carry out what you bring in.

No recent condition reports. Be the first to share what you see on the trail.

Elevation Profile

Min:163 ft

Max:192 ft

32 ft

Trail Details

Route Type: Out & Back
Surface: Dirt

Official sources & verification

We don't have curated agency sources for this trail in our cache yet. Outdoors is not the permitting authority — confirm conditions, permits, and access with the managing agency before you go. If you know who manages this trail, please tell us.

Reviews

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Legacy import — verify before navigating

Path geometry came from our pre-launch legacy database. Routes have not yet been re-verified against the operator and may differ from the actual trail.