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Routes
Running trails & routes
United States
Maine
Cumberland County

Chebeague Island loop

Moderate

2.9

(29)

30

runners

Chebeague Island loop

01:09

11.1km

60m

Running

Jog the moderate 6.9-mile Chebeague Island loop for ocean vistas and views of neighboring islands in Cumberland County, Maine.

Last updated: February 26, 2026

Waypoints

A

Start point

Ferry Terminal

Get Directions

1

6.79 km

Chebeague Island

Highlight • Settlement

Chebeague Island, off the coast of Maine, is a picturesque retreat known for its scenic landscapes, historic architecture, and vibrant community. Accessible by ferry, the island offers a tranquil escape with sandy beaches, hiking trails, and classic New England charm.

Tip by

B

11.1 km

End point

Ferry Terminal

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Way Types & Surfaces

Way Types

11.1 km

Surfaces

6.82 km

4.25 km

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Elevation

Elevation

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Weather

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Today

Monday 11 May

12°C

8°C

0 %

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Max wind speed: 23.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How do I get to Chebeague Island, and where can I park for the loop?

Access to Chebeague Island is primarily by ferry. You'll need to take a ferry from the mainland. Parking for ferry passengers is typically available at the mainland ferry terminal. Once on the island, the loop route largely utilizes the island's roads, so you can begin your jog from near the ferry landing or any convenient point along the route.

Is the Chebeague Island loop suitable for beginners?

The Chebeague Island loop is rated as moderate for jogging. While some sections of the island feature easy, flat, grassy trails, this specific loop is described as mostly paved and requires good fitness. If you're a beginner, be prepared for a sustained effort over 11 kilometers.

What is the terrain like on the Chebeague Island loop?

The terrain for this jogging loop is predominantly paved surfaces, utilizing the island's roads. While other trails on the island can be rocky or grassy, this specific route is characterized by its paved nature, making it suitable for jogging.

What kind of scenery can I expect along the route?

You can expect beautiful ocean vistas, sandy beaches, and views of neighboring islands. The island itself is a picturesque retreat known for its scenic landscapes and classic New England charm. Keep an eye out for public access points to the shore marked by "Right of Way to Shore" signs.

Are there any notable landmarks or viewpoints along the Chebeague Island loop?

The entire island, Chebeague Island, is a highlight in itself, offering scenic landscapes and historic architecture. Specific trails, like those in the Deer Point area (which may be near or intersect the loop), provide beautiful views of Little Chebeague, Long Island, Hope, and Cliff Islands.

Is the Chebeague Island loop dog-friendly?

Yes, Chebeague Island is generally dog-friendly. Many island visitors bring their dogs. However, always ensure your dog is under control, and be mindful of local leash laws and clean-up requirements, especially in populated areas or near beaches.

Do I need any permits or pay entrance fees for this route?

No, there are no specific permits or entrance fees required to jog the Chebeague Island loop. Public access to the island's roads and many coastal areas is free. You will, however, need to pay for the ferry service to reach the island.

What is the best time of year to jog the Chebeague Island loop?

The best time to jog the Chebeague Island loop is typically during the warmer months, from late spring through early fall. During this period, the weather is pleasant, and the island's natural beauty is at its peak. Winter conditions can make jogging challenging due to cold weather and potential ice.

Is navigation straightforward on Chebeague Island?

Navigation on Chebeague Island can be a bit tricky. GPS might not work reliably, and street signs are uncommon. It's highly recommended to carry a printed map of the island to help with navigation, especially if you plan to explore beyond the main loop.

Does the Chebeague Island loop intersect with other trails?

Yes, the route also passes through sections of the Durgin Trail. While the loop itself is largely on paved surfaces, you might encounter or briefly use parts of these more natural trails.

Are there places to eat or get coffee on Chebeague Island?

Yes, Chebeague Island has options for dining and refreshments, particularly during the peak season. You can find cafes and restaurants, often near the ferry landing or central areas, to grab a coffee or a meal before or after your jog.

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