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Running trails & routes
United States
Maine
York County
Kittery

Leland, Stonewall, and Orchard Loop

Easy

3.4

(7)

43

runners

Leland, Stonewall, and Orchard Loop

00:29

4.41km

30m

Running

The Leland, Stonewall, and Orchard Loop offers an easy jogging experience through varied woodland terrain, circling a unique wetland. This 2.7-mile (4.4 km) route features a gentle elevation gain of just 97 feet (29 metres), making it ideal for a quick, refreshing run. You can expect to complete the loop…

Last updated: April 23, 2026

Waypoints

A

Start point

Parking

Get Directions

1

2.89 km

Rogers Park

Highlight • Rest Area

Rogers Park, located behind the Kittery Community Center, has wonderful easy trails, beaches, picnic tables, and benches. Dogs are allowed, but beware of deer ticks.

The community center was built …

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B

4.41 km

End point

Parking

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Way Types & Surfaces

Way Types

2.35 km

1.86 km

178 m

Surfaces

2.24 km

1.86 km

285 m

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Elevation

Elevation

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

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Weather

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Today

Saturday 15 August

25°C

12°C

0 %

Additional weather tips

Max wind speed: 14.0 km/h

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Frequently Asked Questions

Is the Leland, Stonewall, and Orchard Loop suitable for beginners?

Yes, this loop is considered easy with minimal elevation gain (only 52 feet over its 1.1-mile length). It's a great option for those new to jogging or looking for a gentle outing.

Where can I park to access this jogging loop?

The Leland, Stonewall, and Orchard Loop is located in Kittery, Maine, within Rogers Park. Parking is typically available at the park itself, which serves as the trailhead.

What is the terrain like on the loop?

You'll experience varied woodland terrain, encircling a unique wetland. The path is generally gentle, making it pleasant for jogging.

What can I expect to see along the route?

The loop offers pleasant woodland and wetland scenery. A distinctive feature is likely the stone wall that gives the 'Stonewall' part of the trail its name. You'll also be jogging through Rogers Park.

Is the Leland, Stonewall, and Orchard Loop dog-friendly?

While the trail is generally accessible, specific dog regulations (leash requirements, waste disposal) for Rogers Park should be checked locally before your visit.

Do I need a permit or pay an entrance fee to use the trail or enter Rogers Park?

There is typically no entrance fee or permit required to access the Leland, Stonewall, and Orchard Loop or Rogers Park. However, it's always a good idea to check for any local updates before you go.

What is the best time of year to jog this loop?

The trail offers lush greenery in summer and vibrant foliage during the fall, making both seasons excellent choices for a scenic jog. Spring also brings new growth, while winter can be beautiful if conditions allow for safe jogging.

Does this loop intersect with other trails?

Yes, the route incorporates sections of several named paths, including the Leland Trail, Stonewall Trail, Orchard Loop, and Dan's Path.

What kind of wildlife might I encounter?

Given its woodland and wetland environment, you might spot various birds, small mammals, and other local wildlife typical of the Kittery, Maine area. Please observe wildlife from a distance and do not disturb them.

What should I wear or bring for a jog on this trail?

Since it's an easy, relatively short loop, comfortable jogging attire and appropriate footwear are key. Depending on the season, consider layers. Bringing a water bottle is always a good idea, even for shorter distances.

Is the Leland, Stonewall, and Orchard Loop a circular route?

Yes, it is a loop trail, meaning you will end up back at your starting point without having to retrace your steps.

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