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Routes
Cycling routes
United States
Connecticut
Lower Connecticut River Valley Planning Region

Portland

The best cycling routes around Portland

5.0

(12)

100

riders

8

rides

Touring cycling around Portland offers diverse landscapes, from urban riverfront paths to routes through hills and forests. The region features extensive cycling infrastructure, including dedicated bike lanes and greenways. Cyclists can explore routes along the Willamette River, through urban parks, and into surrounding natural areas. The terrain varies from flat city sections to more challenging climbs in areas like Mount Tabor.

Best touring cycling routes around Portland

  • The most popular touring cycling route is Former Lyman Viaduct – Air Line…

Last updated: June 28, 2026

5.0

(5)

32

riders

#1.

Former Lyman Viaduct – Air Line State Park Trail loop from East Hampton

18.6km

01:45

170m

170m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

The Quiet section of the Airline Trail loop from Portland Air Line Trail Spur offers a serene escape for touring cyclists, winding through a natural setting often described as a…

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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

5.0

(1)

2

riders

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Embark on a challenging touring bicycle journey with the Portland Reservoir loop, a route that weaves through varied landscapes, from gravel-crushed sections of the Air Line Trail near East Hampton…

Hard
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Popular around Portland

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Tips from the Community

Jamie S.
September 3, 2024, View of the River from Air Line State Park Trail (Southern Section)

The Air Line State Park Trail in Connecticut is a rail trail and linear state park that is a part of the East Coast Greenway. There are several sections including: South (25 miles from East Hampton to Windham), North (21 miles from Windham to Putnam), Thompson addition (6.6 miles from Thompson to the Massachusetts state line), and an additional 3.6-mile spur to Colchester. Recognized as a national recreation trail by the U.S. Department of the Interior in 2002, it offers scenic routes for hiking and biking. This southern section of the trail near East Hampton is a gravel crushed trail that is great to ride on its own, or to access singeltrack in the nearby Salmon River Forest.

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Town Of Cromwell Open Space and Dog Park spans across Coles Road in Cromwell, Connecticut. This is a pleasant place to ride past as you explore the area.

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Air Line State Park Trail is a gravel crushed trail that runs on an old rail bed. It's a great trail to ride on its own or to access singeltrack in the Salmon River Forest.

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Matthew
October 24, 2023, Portland Reservoir

There is a trail loop marked with red blazes that circles around the entirety of Portland Reservoir. The trails on the property are a mixture of pavement, dirt, and cinders. Most of the trail intersections are pretty well-marked, and the main trail offers views of the lake nearly the entire time.

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Matthew
October 6, 2023, Portland Reservoir

There is a trail loop marked with red blazes that circles around the entirety of Portland Reservoir. The trails on the property are a mixture of pavement, dirt, and cinders. Most of the trail intersections are pretty well-marked, and the main trail offers views of the lake nearly the entire time.

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Loose gravel that is very easy for road bike tires. Very quiet and it dead ends after the trail crosses Depot Hill Road

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Completely gravel but mostly compacted. Loose rocks in some areas.

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Stephanie
November 2, 2019, Lyman Viaduct

If you look to the sides of the path, you can see some of the beams and rails of the buried bridge.

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Frequently Asked Questions

How many touring cycling routes are available in Portland?

Portland offers a variety of touring cycling routes. According to komoot data, there are 9 routes available, ranging from moderate to difficult, providing diverse options for cyclists.

What is the overall rating for touring cycling routes in Portland?

Touring cycling routes in Portland are highly regarded by the komoot community, boasting an average rating of 5.0 stars from over 17 reviews. Cyclists frequently praise the varied terrain and scenic landscapes.

Are there any circular touring cycling routes in Portland?

Yes, many touring cycling routes in Portland are designed as loops, offering convenient starting and ending points. For example, you can explore the Former Lyman Viaduct – Air Line Trail loop from East Hampton, a challenging 40.1-mile route, or the moderate Former Lyman Viaduct loop from East Hampton, which covers 12.9 miles.

What is the best time of year for touring cycling in Portland?

Portland's temperate climate generally allows for year-round cycling. However, the spring and fall offer particularly pleasant conditions with mild temperatures and beautiful scenery. The Willamette Valley, in particular, is known for its favorable climate for cycling throughout much of the year.

Are there routes suitable for experienced touring cyclists?

Absolutely. Portland and its surroundings offer several challenging routes for experienced touring cyclists. The Former Lyman Viaduct – Air Line Trail loop from East Hampton is classified as difficult, covering over 40 miles with significant elevation changes, providing a robust challenge.

Are there easy touring cycling routes for beginners?

While many routes in the immediate komoot selection are moderate to difficult, Portland's extensive cycling infrastructure includes many easier, flatter paths suitable for beginners. The city's urban greenways and riverfront paths, like sections of the Springwater Corridor or Vera Katz Eastbank Esplanade (mentioned in regional research), offer gentler rides. For a moderate option, consider the Former Lyman Viaduct – Colchester Spur Trail junction loop from East Hampton.

Are there family-friendly touring cycling routes in Portland?

Portland is known for its family-friendly cycling options, especially on its extensive network of bike paths and boulevards. While specific routes in this guide are moderate to difficult, the broader region offers trails like the Springwater Corridor, which is generally flat and paved, making it suitable for families. Always check the route's difficulty and length to ensure it matches your family's abilities.

Are dogs allowed on touring cycling routes in Portland?

Many of Portland's bike trails and parks are dog-friendly, provided dogs are kept on a leash. For example, the Springwater Corridor is generally welcoming to dogs. Always check specific trail regulations before heading out, as rules can vary by location, especially in protected natural areas.

What natural attractions can I see along touring cycling routes near Portland?

Near Portland, you can discover several natural attractions. You might encounter the serene Wadsworth Little Falls, the impressive Giant Laurel, or enjoy views from Higby Cliffs. The region also features the Bradley Hubbard Reservoir and the summit of Lamentation Mountain.

Are there any interesting landmarks or places to explore near the touring cycling routes?

Yes, the area around Portland offers various points of interest. Beyond natural features, you might come across the Mattabesett Trail, a significant hiking trail, or the historic Coginchaug River Dam (Pistol Shop Dam). The broader Portland area is rich with urban parks, gardens, and riverfront areas to explore.

Which routes offer scenic viewpoints?

Many routes in the Portland area provide scenic vistas. The Higby Cliffs offer excellent viewpoints. Regionally, the Columbia River Gorge is renowned for its panoramic views, and urban parks like Mount Tabor and Washington Park also provide stunning cityscapes and natural beauty.

Are there cafes or pubs along the touring cycling routes?

Portland's strong cycling culture means many routes, especially those closer to urban areas or passing through towns, have cafes, pubs, and other amenities nearby. While specific routes in this guide don't detail amenities, popular trails like the Springwater Corridor or those in the Willamette Valley often have convenient stops for refreshments.

Are there accommodation options near the touring cycling routes?

Yes, you'll find various accommodation options near Portland's touring cycling routes, ranging from hotels and B&Bs in towns to campgrounds in more rural settings. Areas like the Willamette Valley, known for its scenic bikeway, offer charming stays in wine country, while the city of Portland provides numerous choices for overnight stays.

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