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Routes
Cycling routes
United States
Maine
York County

Kittery Point

The best cycling routes around Kittery Point

4.6

(27)

346

riders

45

rides

Touring cycling around Kittery Point features scenic coastal routes and diverse landscapes. The region's terrain is generally flat, with paths winding through coastal forests, salt marshes, and along rocky beaches. Many routes are largely paved, offering expansive coastal views and access to historical sites. This area provides a varied environment for outdoor activities, particularly for touring cyclists.

Best touring cycling routes around Kittery Point

  • The most popular touring cycling route is Pocahontas Road via Pepperrell Road, a 6.5 miles…

Last updated: June 23, 2026

8

riders

#1.

New Castle Avenue to Wentworth Road loop

9.89km

00:34

40m

40m

The New Castle Avenue to Wentworth Road loop offers a truly charming touring cycling experience, guiding you through a historic New England village with continuous coastal views. You'll pedal past…

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Easy

This easy touring cycling route along Pocahontas Road via Pepperrell Road in Kittery Point, Maine, offers a delightful coastal experience. You'll cruise along mostly paved surfaces, enjoying the quaint New…

Easy
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The Rogers Road via Old Post Road loop offers a pleasant and accessible touring cycling experience, ideal for a relaxed outing. This easy 6.0-mile (9.7 km) route features mostly well-maintained…

Easy

The Route 103 via Pepperrell Road offers a wonderfully accessible touring cycling experience, guiding you along the picturesque Maine coastline. You'll enjoy paved paths winding through the charming Kittery Foreside,…

Easy

The Odiorne Point – Wallis Sands Beach overlook loop from Portsmouth is an easy 17.9-mile (28.9 km) touring cycling route that offers continuous, sweeping views of the Atlantic Ocean. You'll…

Easy
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Popular around Kittery Point

Hiking around Kittery Point

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Road Cycling Routes around Kittery Point

Tips from the Community

Sue
September 4, 2025, Wallis Sands Beach overlook

From this roadside pull-off next to Wallis Sands State Beach, you get a beautiful unobstructed view of the Atlantic, with the Isles of Shoals hovering on the horizon like a mirage. The beach curves gently below you, framed by rocky outcrops and a grassy picnic area. It’s a quiet spot to watch the sunrise, close enough to hear the surf, and elevated just enough to take in the full coastal panorama.

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https://en.m.wikipedia.org/wiki/Portsmouth_Naval_Prison

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Hardly any vehicles in the huge parking lot: too foggy today.

Translated by Google

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Unfortunately it was too foggy that day, so there was no good view.

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MPS
June 8, 2024, Trefethen's Corner

Since 1813, the land around this intersection has always been owned by the Trefethen family, who also ran various businesses here.

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If you are looking for a VW Bully, you have come to the right place.

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Christopher
December 16, 2023, Rogers Park

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 in 1943 and was originally an elementary school. Today the building is listed on the National Register of Historic Places.

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Matthew
December 14, 2023, Seapoint Beach

Seapoint Beach is a sandy and rocky public beach with expansive views of the ocean. There is a parking area near the beach that works well for starting and finishing runs.

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Frequently Asked Questions

How many touring cycling routes are available around Kittery Point?

There are over 45 touring cycling routes around Kittery Point. These routes offer a variety of experiences, from easy coastal loops to longer rides exploring the region's diverse landscapes.

Are there easy touring cycling routes suitable for beginners or families in Kittery Point?

Yes, Kittery Point offers many easy touring cycling routes perfect for beginners and families. Out of the available routes, 30 are classified as easy. These often feature generally flat terrain and scenic coastal views, such as the 4.2-mile Route 103 via Pepperrell Road, which leads towards Seapoint Preserve.

What kind of landscapes can I expect to see while cycling around Kittery Point?

Touring cyclists in Kittery Point can expect to see a rich variety of landscapes. Routes wind through scenic coastal areas, salt marshes, and along rocky beaches. You'll encounter stunning coastal vistas, charming Kittery Foreside, and views of the Piscataqua River. The region is characterized by rugged coastlines, sandy beaches, and tidal pools, with trails often passing through coastal forests.

Are there any circular touring cycling routes in Kittery Point?

Yes, Kittery Point features several circular touring cycling routes. A popular option is the New Castle Avenue to Wentworth Road loop, which is about 6.1 miles long and takes riders through coastal areas. Another is the Rogers Road via Old Post Road loop, offering a similar distance and coastal scenery.

What are some notable attractions or points of interest along the touring cycling routes?

Many touring cycling routes in Kittery Point provide access to historical sites and natural attractions. You can visit Fort McClary, a scenic Revolutionary War-era fortification, or explore Fort Foster pier, which is part of Fort Foster Park, offering stunning views and trails. Other points of interest include the Little Harbor Viewpoint and the Urban Forestry Center.

Are there any longer or more challenging touring cycling routes in the Kittery Point area?

While many routes in Kittery Point are easy, there are options for longer rides. For example, the Odiorne Point – Wallis Sands Beach overlook loop from Portsmouth is an easy but longer route at approximately 18 miles (28.8 km). The region also offers 16 moderate and 3 difficult routes for those seeking more of a challenge. Additionally, Kittery serves as the starting point for the 65-mile Eastern Trail, which extends to South Portland, Maine, offering a significant long-distance option.

What is the best time of year to go touring cycling in Kittery Point?

The best time of year for touring cycling in Kittery Point is generally during the warmer months, from spring through fall. This allows cyclists to fully enjoy the stunning coastal vistas, pleasant weather, and access to outdoor attractions. The region's scenic coastal routes and diverse landscapes are particularly beautiful during these seasons.

What do other touring cyclists enjoy most about cycling in Kittery Point?

The touring cycling routes in Kittery Point are highly rated by the komoot community, with an average score of 4.8 stars from over 25 reviews. Cyclists often praise the scenic coastal paths, the generally flat terrain, and the access to historical sites and natural beauty. The varied environment, from salt marshes to rocky beaches, is frequently highlighted as a key draw.

Are there touring cycling routes that connect Kittery Point to other towns or areas?

Yes, Kittery Point is a gateway to broader cycling adventures. It serves as the starting point for the scenic 65-mile Eastern Trail, which extends north to South Portland, Maine. This trail is part of U.S. Bike Route One. Additionally, routes like the Portsmouth Naval Shipyard Loop explore the scenic Seacoast area, including views of the Piscataqua River, connecting Kittery with neighboring New Hampshire.

Is there public transport access to touring cycling routes in Kittery Point?

While specific public transport connections directly to trailheads are not detailed, Kittery Point is a town with various access points. Cyclists can plan routes that start or end near town centers or accessible areas. For longer routes like the Eastern Trail, sections may be accessible via different points along its length, potentially offering public transport options in larger towns it passes through.

Where can I find parking for touring cycling routes in Kittery Point?

Parking is available at various points around Kittery Point, often near popular parks or attractions that serve as trail access points. For instance, Fort Foster Park and Fort McClary State Park are known locations with parking facilities. The Parking area for Wallis Sands Beach is also a designated spot that can be used as a starting point for some routes.

Are there any routes that offer views of the Isles of Shoals?

Yes, from various points along the Kittery Point coastline, visitors can enjoy unobstructed views of the Atlantic Ocean, including the distant Isles of Shoals. Cycling routes that hug the coastline, particularly those with expansive coastal views, are likely to offer glimpses of these islands on clear days.

Most popular routes around Kittery Point

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