Connecticut Valley Railroad State Park Trail
Connecticut Valley Railroad State Park Trail
4.8
(31)
188
riders
48
rides
Touring cycling in Connecticut Valley Railroad State Park Trail offers routes primarily along former rail lines, characterized by generally flat or gentle gradients. The region is situated within the Connecticut River Valley, providing scenic views of the river and surrounding low-lying terrain. Many routes feature sections near the coastline, offering glimpses of the Long Island Sound and its associated features.
Last updated: May 21, 2026
5.0
(13)
17
riders
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.

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2
riders
33.4km
02:00
230m
230m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
riders
20.3km
01:15
180m
180m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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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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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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Surrounded by tall woodland, this town open space provides a great spot for you to jump off the bike and take a rest. Take care whilst pulling back onto the road.
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Beautiful Cedar Lake is a local recreational area for the residents of Chester. Two springs feed into this 80-acre water body. Its tree-lined shore and tranquil setting make it a beautiful vista when cycling past on W. Main Street.
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Shailer Pond is actually three interconnected ponds adjacent to Plattwood Park in Deep River, Connecticut. This small park has a baseball field, some fitness equipment, picnic tables, bathrooms, access to the westernmost section of Shailer Pond, a separate pond (with a beach), and plenty of parking, making it a nice place to know about as you ride around the area.
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Jennings Pond is a pond created by a small dam on the eastern side of the pond which sits between two private properties. The pond is surrounded by trees and is best visible year round from this spot on Spring Road. The pond supports much wildlife and is a bustling springtime location for many birds and insects.
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The touring cycling routes in this region are primarily along former rail lines, which means they generally feature flat or gentle gradients. Out of the 48 available routes, 11 are classified as easy, making them suitable for most riders. The majority, 29 routes, are moderate, offering a bit more challenge while still being very accessible. There are also 8 more difficult routes for experienced cyclists.
Yes, the region is well-suited for family cycling. The prevalence of converted rail trails ensures generally flat and well-maintained paths, which are ideal for riders of all ages and skill levels. Many of the 11 easy routes are perfect for a leisurely family outing.
Most state park trails in Connecticut, including those within the Connecticut Valley Railroad State Park Trail area, are dog-friendly. Dogs are generally welcome on a leash, allowing you to enjoy a ride with your canine companion. Always ensure your dog is under control and clean up after them.
You can expect diverse and scenic views. The region is situated within the Connecticut River Valley, offering picturesque river views. Many routes also feature sections near the coastline, providing glimpses of the Long Island Sound. The converted rail trails often pass through wooded areas and open landscapes, showcasing the natural beauty of the area.
Yes, there are several excellent circular routes. For example, the Plum Bank Beach – View to Lynda Point Lighthouse loop from Old Saybrook is an easy 12.8-mile (20.5 km) loop offering coastal views. Another popular option is the moderate Great Hammock Road – Plum Bank Beach loop from Centerbrook, which covers 21.7 miles (34.9 km) through varied terrain.
The best time for touring cycling is typically from spring through fall. Spring offers pleasant temperatures and blooming flora, while summer provides warm weather perfect for coastal rides. Autumn is particularly beautiful with vibrant fall foliage along the river and trails. Winter can be challenging due to cold temperatures and potential snow or ice on the paths.
Parking is generally available at designated trailheads or nearby public access points for state park trails. Specific parking information can often be found on individual route pages on komoot or through local state park websites. It's advisable to check for any state park entrance fees that might apply for parking.
Yes, for those seeking a longer ride, the View to Lynda Point Lighthouse – Knollwood Beach loop from Deep River is a moderate 36.1-mile (58.17 km) route. This extensive loop provides a substantial challenge and takes you through diverse landscapes, including coastal sections.
The area is highly rated by the komoot community, with an average score of 4.8 stars from more than 30 reviews. Reviewers often praise the region's well-maintained rail trails, the scenic river and coastal views, and the accessibility of routes for various skill levels. The peaceful atmosphere and natural beauty are frequently highlighted.
Yes, the Deep River – Post Cove loop from Centerbrook is a popular 14.5-mile (23.3 km) trail that leads through the Deep River area and towards Post Cove. Another option is the Deep River – Mount Tom loop from Centerbrook, a moderate 20.5-mile (33.1 km) route that also explores this scenic part of the region.
Generally, specific biking permits are not required for cycling on the state park rail trails in Connecticut. However, some state parks may have entrance fees or parking fees, especially during peak seasons. It's always a good idea to check the official Connecticut State Parks website for the most current information regarding fees and regulations before your visit.


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