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.
Last updated: May 16, 2026
5.0
(1)
21
riders
64.4km
05:20
430m
430m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(5)
40
riders
20.7km
01:54
200m
200m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(13)
17
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
15
riders
13.3km
01:17
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(3)
11
riders
8.90km
00:52
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4.0
(1)
8
riders
34.9km
02:03
130m
130m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
12
riders
34.8km
02:01
110m
110m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
6
riders
48.8km
02:47
150m
150m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
8
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4
riders
26.2km
01:36
200m
200m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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
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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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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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.


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