Chatfield Hollow State Park
Chatfield Hollow State Park
5.0
(1)
125
riders
15
rides
Road cycling in Chatfield Hollow State Park and its surrounding areas offers routes through a landscape characterized by dense forests, rolling terrain, and proximity to coastal features. The region includes varied elevation changes, with routes often traversing paved roads that connect small towns and natural areas. While the park itself is known for its diverse trail system and geological formations, the broader network of roads provides opportunities for no traffic road cycling routes. These routes often feature views of brooks,…
Last updated: July 9, 2026
14
riders
33.1km
01:37
190m
190m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
6
riders
33.2km
01:34
240m
240m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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6
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
21.7km
01:08
180m
180m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(1)
20
riders
39.8km
01:53
220m
220m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Chatfield Hollow State Park
Here, too, you can observe many water birds, songbirds and fish, as well as admire the moraine of the primeval glacier.
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Not only scenically attractive, but also of natural-historical interest: the stones are the remains of a glacial moraine from the last ice age.
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This beautiful harbor provides spectacular views, with rocky outcrops overlooking Guilford's 150-acre Great Harbor Marsh and Long Island Sound in the distance. It is an ideal place to take a break from biking and head towards the coast. Here, you will find viewpoints where several sailboats pass by, perfect for watching the sunset.
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Henry Whitfield House was built from 1639 and is now home to a museum. The house itself contains three storeys of artifacts through the ages as well as an exploration into the injustices of colonialism and the impact of its injustices.
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This might be a dead end, but if you are looking for a scenic place to take a seafront break, this might just be it. West Wharf is a small beach with lovely views across to Tuxis Island and Gull Rock. You might see people fishing off the end of the wharf, or even clamming and oystering.
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As you pass over two sides of the creek on the road you gain brilliant views of the wooded creek on both sides. Keep your eye out for the bird life that inhabits the creek.
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Running along Hammonasset River, this good quality road has fantastic views of the boulder strewn river surrounded by gnarly old trees. A fantastic stretch of road to cycle on.
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Guilford's historic center is built around the town green, which was laid out in 1639. The green is host to a number of events throughout the year as well as a number of memorials and monuments. The historic district consists of over 600 buildings built over the centuries from the 17th through the 20th. One of the highlights is the Henry Whitfield House, built from stone in 1639 it is now a museum and holds the title of oldest house in Connecticut.
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There are 12 dedicated no-traffic road cycling routes available for you to explore in the Chatfield Hollow State Park area. These routes range from easy to moderate difficulty, offering options for various skill levels.
Yes, the area offers 8 easy no-traffic road cycling routes. A great option for a relaxed ride is the Madison Lakes loop from Whitman Woods, which covers about 21.7 kilometers with gentle elevation changes.
The road cycling routes in the Chatfield Hollow area typically feature rolling to hilly terrain, passing through charming towns like Killingworth and Clinton. While primarily paved, some routes might occasionally include well-maintained dirt road sections, adding to the varied experience.
For those seeking a longer ride, the Hammonasset Point – Rock in the Hammonasset River loop from Whitman Woods is a moderate route spanning approximately 42.9 kilometers, offering a more vigorous experience with varied elevation.
While specific attractions directly on the road cycling routes vary, the broader region around Chatfield Hollow State Park is rich in natural beauty. You might encounter views of dense forests, Chatfield Hollow Brook, and potentially pass by historic structures like a reproduction covered bridge or a working water wheel. The routes often provide scenic glimpses of the Connecticut landscape.
Yes, many of the routes are designed as loops, allowing you to start and end at the same point. For example, the Henry Whitfield House – West Wharf Beach loop from Whitman Woods offers a circular journey of over 33 kilometers.
The best time for road cycling in the Chatfield Hollow area is typically during the spring, summer, and fall months. Spring offers lush greenery, summer provides warm weather, and fall showcases stunning foliage. It's always a good idea to check local weather conditions before heading out.
Many routes in the area, such as those starting from 'Whitman Woods' or 'Eastwoods' as indicated in our route descriptions, often have designated parking areas nearby. We recommend checking the specific route details on komoot for precise trailhead and parking information.
The komoot community highly rates the road cycling experience in this region. Cyclists often praise the quiet, scenic roads that offer a true 'no traffic' feel, allowing for an immersive experience through the rolling Connecticut countryside and charming coastal towns.
Yes, some routes venture closer to the coast, offering beautiful water views. The Rock in the Hammonasset River – Hammonasset Point loop from Eastwoods is an excellent example, providing scenic stretches along the Hammonasset River and towards Hammonasset Point.
Absolutely! While the park is renowned for its mountain biking and hiking trails, you can easily combine your road cycling trip with a visit to Chatfield Hollow State Park itself. Enjoy a picnic by Schreeder Pond, explore the Paul Wilderman Boardwalk, or discover the historic structures and geological formations within the park. For more details on the park's offerings, you can visit Wikipedia's page on Chatfield Hollow State Park.


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