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Routes
Cycling routes
United States
Connecticut

Lower Connecticut River Valley Planning Region

Routes
Cycling routes
United States
Connecticut

Lower Connecticut River Valley Planning Region

The best cycling routes in Lower Connecticut River Valley Planning Region

4.9

(61)

527

riders

55

rides

Touring cycling routes in Lower Connecticut River Valley Planning Region traverse a diverse landscape shaped by the Connecticut River, which winds through charming New England towns to Long Island Sound. The region features varied topography, including rolling hills, fertile farmlands, and coastal marshes. Cyclists can experience distinctive red Triassic soils and a unique microclimate along the river valley. This area offers a mix of paved and unpaved surfaces, catering to different cycling preferences.

Best touring cycling routes in Lower Connecticut…

Last updated: May 16, 2026

5.0

(1)

21

riders

#1.

Former Lyman Viaduct – Air Line Trail loop from East Hampton

64.4km

05:20

430m

430m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

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

Moderate
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Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

5.0

(3)

11

riders

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

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

Moderate

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

Moderate

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

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

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

Moderate
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Popular around Lower Connecticut River Valley Planning Region

Cycling around Lake Pocotopaug

Cycling around East Hampton

Cycling around Middletown

Cycling in Meshomasic State Forest

Cycling around Higganum

Cycling in Cockaponset State Forest

Cycling around Essex Village

Cycling in Machimoodus State Park

Cycling around Old Saybrook Center

Cycling in Connecticut Valley Railroad State Park Trail

Tips from the Community

🍀Filou mit Hut🍀
January 9, 2025, Lenny & Joe's Fish Tale

On Long Island you should treat yourself to the Blue Point oyster, which is found here on this part of the east coast. It is juicy, relatively mild, not very salty, but has a slightly vegetable flavor; unique.

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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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Very good fish restaurant. However, the clam chowder was a bit too watery; we recommend ordering the grilled fish dishes. Nice beer garden outside, which is also open in winter.

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Right across from the Cypress Cemetery, a historic spot in its own right, is the original location of Yale College. There is a large stone with a plaque and an informational sign marking the spot.

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Old Saybrook Town Launching Ramp on North Cove Road is an incredibly scenic spot. The launching area is marked by an open grass lawn with panoramic views of the water and the boats moored nearby. On the other side of the road, opposite to the lawn, are some big old, historic houses right on the water. This is a beautiful spot to ride past as you explore the area.

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Alexandra Pavia
February 20, 2024, Deep River

This town embodies the quintessential charm of New England, with its picturesque Main Street lined with boutiques, cafes, and historic landmarks.

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Matthew
February 20, 2024, River Road

River Road, along with a few of the other paved roads and bridges in the area, offers views of the Connecticut River. There are a bunch of neighborhoods on the south side of the river that make for great road riding.

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Rockland Preserve is a 650-acre park with hills, steep rocky cliffs, and woods. The park's centerpiece is Coan Pond.

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Frequently Asked Questions

How many touring cycling routes are available in the Lower Connecticut River Valley Planning Region?

There are over 50 touring cycling routes in the Lower Connecticut River Valley Planning Region, catering to various skill levels and preferences. You'll find a diverse selection, from easy coastal rides to more challenging inland trails.

What kind of terrain can I expect on touring cycling routes in the Lower Connecticut River Valley?

The region offers a diverse topography, including rolling hills, fertile farmlands, and coastal marshes. Cyclists can expect a mix of paved and unpaved surfaces, with some routes traversing distinctive red Triassic soils. The Former Lyman Viaduct – Colchester Spur Trail junction loop from East Hampton, for example, leads through varied terrain.

Are there any easy touring cycling routes suitable for beginners or families?

Yes, there are 12 easy touring cycling routes in the region. A great option for a relaxed ride is the Knollwood Beach – Plum Bank Beach loop from Old Saybrook, which is 12.8 miles (20.5 km) long and offers coastal scenery.

What are some challenging touring cycling routes in the Lower Connecticut River Valley?

For experienced touring cyclists seeking a challenge, there are 9 difficult routes. The Former Lyman Viaduct – Air Line Trail loop from East Hampton is a notable difficult route, spanning 40.1 miles (64.6 km) and following sections of the Air Line Trail.

Can I find routes that offer scenic views of the Connecticut River or coastline?

Absolutely. The Connecticut River is a defining feature of the region, and many routes offer picturesque views of its winding path and the Long Island Sound. The Knollwood Beach – Plum Bank Beach loop from Old Saybrook provides coastal scenery, while areas like Gillette Castle State Park offer panoramic river views.

Are there any circular touring cycling routes available?

Many routes in the Lower Connecticut River Valley Planning Region are designed as loops, allowing you to start and end at the same point. Examples include the Great Hammock Road – Plum Bank Beach loop from Deep River and the River Road – Deep River loop from Chester.

What are some interesting landmarks or natural attractions I can see along the routes?

The region is rich in natural beauty and historical sites. You can explore areas like Mattabesett Trail – Cockaponset State Forest, or visit Wadsworth Little Falls. The historic Chester-Hadlyme Ferry also offers a unique river crossing experience.

What do other touring cyclists enjoy most about cycling in the Lower Connecticut River Valley Planning Region?

The area is highly rated by the komoot community, with an average score of 4.8 stars from over 30 reviews. Cyclists often praise the diverse landscapes, from scenic riverfronts to coastal marshes, and the variety of routes that cater to different ability levels.

Are there any routes that incorporate sections of the Air Line Trail?

Yes, the Air Line Trail is a notable cycling route in the region. The Former Lyman Viaduct loop from Portland Air Line Trail Spur is a moderate 28.6-mile (46 km) route that utilizes sections of this trail.

What is the best time of year to go touring cycling in this region?

The Lower Connecticut River Valley benefits from a unique microclimate with warmer temperatures and a longer growing season. Spring and fall are particularly popular, offering pleasant weather and vibrant foliage. However, the diverse terrain means cycling can be enjoyed throughout much of the year.

Are there any coastal touring routes near beaches?

Yes, several routes offer access to coastal areas and beaches. The Jacobs Beach Pavilion – Hammonasset Beach State Park loop from Hammonasset River is an easy route that takes you near the coast, offering views of Long Island Sound.

Are there routes that explore the charming New England towns along the Connecticut River?

Many routes wind through or near the charming New England towns that dot the banks of the Connecticut River. For instance, the Deep River – River Road loop from Centerbrook allows you to experience the local character of these historic settlements.

Most popular routes in Lower Connecticut River Valley Planning Region

Hiking in Lower Connecticut River Valley Planning Region

Most popular attractions in Lower Connecticut River Valley Planning Region

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Didn’t find what you were looking for?

Check out more Cycling routes throughout Lower Connecticut River Valley Planning Region below and find the perfect route in your destination.

MiddletownEssex VillageHigganumMeshomasic State ForestMachimoodus State ParkDevil'S Hopyard State ParkStewart B. Mckinney National Wildlife RefugeClintonDart Island State ParkSaybrook ManorFenwickWestbrook CenterLake PocotopaugDeep River CenterGillette Castle State ParkChatfield Hollow State ParkPortlandWadsworth Falls State ParkConnecticut Valley Railroad State Park TrailForster Pond State ParkOld Saybrook CenterMillers Pond State ParkMoodusHigganum Reservoir State ParkChester CenterDurhamHurd State ParkGeorge Dudley Seymour State ParkEast HamptonCockaponset State ForestTrimountain State ParkHaddam Island State ParkRiver Highlands State Park

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Things to Do in Cockaponset State Forest

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